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CREATING TOMORROW’S SOLUTIONS

EDITION 2020

ORGANIC INTERMEDIATES, AND BIOTECHNOLOGICAL PRODUCTS FOR PHARMA, AGRO AND INDUSTRIAL APPLICATIONS

1 Contents WACKER as Your Partner 2 WACKER: PROVIDING SOLUTIONS Our Offering 4 Our Production System 6 Our Product Portfolio 8 FOR YOUR INDUSTRY SINCE 1914 Product Overview 10 Product Details 12 New Products 22 In the pharmaceutical and agrochemical industries, innovative solutions Index 24 are as important as reliable production processes for the manufacture WACKER at a Glance 26 of high-quality products. Based on 100 years of expertise, WACKER offers fine chemicals for synthesis and biotechnologically derived products for the formulation of actives – we are both your global supplier and individual solution provider.

Whether you are looking for established Highly Sophisticated Production products or innovative solutions – Processes we support your success with a broad Many of our patents concern our production product portfolio, extensive expertise processes. In a highly integrated production and state-of-the-art production. system (“Verbundsystem”), we use custom chemical processes to guarantee seam- 100 Years of Expertise less control, from the raw materials to the In 2014, WACKER celebrated its centen- end product. Our strong backward inte- nial, recalling its origin as a producer of gration ensures supply security. , which is still a key raw material for many of our products. We have since Comprehensive Service grown to be a leading global chemical As a solution provider, we assist you corporation that has served the pharma- along your value chain. From large-scale ceutical and agrochemical industries with supply to quality-assurance support – dedication and expertise for decades. we strive to meet your specific demands.

Proprietary Technologies Committed to Sustainability WACKER is one of the most research- We are utterly committed to the intensive chemical companies in the principles of sustainable development world. We currently hold over 4,200 and Responsible Care®, as well as to patents, with over 1,600 pending. We national and international standards. are the only global producer of alpha-, Our integrated management system beta- and gamma-cyclodextrins and (IMS) forms the basis for this. the first company worldwide to produce L-Cystine by fermentation.

Your Advantages

• Broad product range of cyclodextrins and derivatives • Broad portfolio of organic intermediates, organosilanes, L-Cysteine and L-Cystine • Longstanding experience in core technologies Expertise on a Large Scale • Broad expertise in developing tailor-made solutions WACKER is one of the world’s leading chemical companies with 24 production sites • Excellent customer service and around 14,658 employees across the globe. Most of our products for pharmaceutical • Large production capacities and agricultural applications are made at our Burghausen site, which covers 232 • High backward integration hectares and employs around 8,000 people. We manufacture more than 3,000 different products in a highly integrated production system (“Verbundsystem”) at the site. CAVAMAX®, CAVASOL®, FERMOPURE® and VERSA® are registered trademarks of Wacker Chemie AG.

2 3 OUR OFFERING: A HIGH-QUALITY COMBINATION OF EXPERIENCE AND INNOVATION

Throughout our portfolio, from cyclodextrins to complex organic intermediates, you will find a common basis – top quality standards for your specific needs. With our products and services, we focus on the pharmaceutical and agrochemical industries. However, some of our large-volume products also find use as building blocks and solvents in industrial applications.

Pharma Agro Industrial

Product Group • Fine chemicals • Fine chemicals • Fine chemicals • Silanes • Silanes • Acetylacetone • Cyclodextrins* • Cyclodextrins* • • L-Cystine/L-Cysteine ** • Cyclodextrins*

Application • Synthesis: building blocks, • Synthesis: building blocks • Synthesis: building blocks, solvents reagents, solvents • Formulation: adjuvants • Performance chemicals • Fermentation: auxiliaries • Purification: agents Custom Synthesis Based on our Key Raw Materials and our • Formulation: excipients Core Technologies Quality Standard • ISO 9001/14001/50001 • ISO 9001/14001/50001 • ISO 9001/14001/50001 • “Pharma” cyclodextrin derivates chemistry Organometallic chemistry comply with IPEC GMP CI • “Pharma” native cyclodextrins o o o comply with EXCiPACT GMP o Si CI Si CI • Ph. Eur./USP*** o

* Distributed under the tradenames CAVAMAX® and CAVASOL®. ® ** Distributed under the tradename FERMOPURE . a-chlorination chemistry *** Certain products fulfill Ph.Eur./USP monograph specification requirements. o o o H CI N

Contact Us CI Si + MeCI Si Si Si CI3 C C CI3 Please also feel free to contact us if you are looking for a particular product that is not Photochlorination listed in this brochure. We will strive to find the right solution for your application. CI CI

Wacker Chemie AG Si Si CI Phone: +49 89 6279-0 [email protected]

With our core technologies, we can Your Benefits: • Supply security due to backward integration provide large-volume, single-step custom • Customized services thanks to our own and our flexible multipurpose plant synthesis of products, such as α-chlori- process development laboratory • Safe handling of toxic and highly flammable • High flexibility due to large-scale production products thanks to corrosion-resistant and nated ketones. In addition, we offer all the capacities on a scale of 10 – 1,000 MT explosion-proof equipment advantages of a global player as well as • Cost-efficient processes, e.g. due to • Safe transportation thanks to a fleet of extensive, individualized service. continuous production dedicated tank containers for bulk deliveries

4 5 OUR PRODUCTION SYSTEM: ENSURING HIGH QUALITY AND SUPPLY SECURITY At our multipurpose plant in Burghausen, we operate a unique, highly inte- grated production system (“Verbundsystem”), which we constantly refine to meet the most stringent of quality standards. With these refinements, we also aim to continually reduce material and energy consumption.

Our Multipurpose Plant (ZPA*) Benefits from WACKER’s Integrated Production System (“Verbundsystem“)

Chloroacetaldehyde Chloroacetones Chloromethylsilanes derivatives

Acetone VAM NaOH Chlorine MeCl MenSiClm

Acetic acid NaCl MeOH Si

WACKER sources External sources WACKER intermediates or products

*ZPA (“Zwischenproduktanlage”) = WACKER’s multipurpose plant for organic intermediates.

Backward Integrated to Our Own ... and Silicon-Metal Production Plant that are generated during the reactions Mine ... Methyl chloride (MeCl) and methylchloro- are mostly separated, purified and recycled/

We extract the raw material, salt, at silanes (MenSiClm) are produced from fed into the larger integrated “Verbund” our own salt mine in Stetten, Germany. chlorine, and silicon metal production system at our Burghausen site. The key reagents, chlorine and sodium (Müller-Rochow process). We are backward hydroxide, are produced at our facility in integrated to silicon metal through our own Focus on Sustainability Burghausen. Chlorine is used in our chlo- production plant in Norway. This leads to a highly efficient, safe and rination reactions to yield chloroacetones sustainable production system. In this (MCA, TCA and HCA), chloroacetaldehyde Production in a Closed Pipeline System context, our original goal was to reduce and its derivatives (CLACH, CADMA, Our “Verbundsystem” (integrated production weighted specific energy consumption by CADEA, etc.) and chloromethylsilanes system) is a highly backward-integrated, one-third between 2007 and 2022, but (CMM1, CMM2, and CMM3). Vinyl ace- vertical system. You can benefit from our we had already achieved that by 2014. tate, which is produced from acetic acid infrastructure that handles, for example, We have now set a goal of reducing spe- and ethylene, is another key raw material highly corrosive reagents in a closed cific energy consumption to half of the in the synthesis of CLACH and CADMA. pipeline system. Gases and side streams 2007 level by the year 2030.

For a list of abbreviations, please refer to pages 10 and 11.

6 7 OUR PRODUCT PORTFOLIO: Products Derived from Acetone: Chlorinated Intermediates YOUR SOUND BASIS FOR SUCCESS Acetone was a major pillar of WACKER’s portfolio in the first half of the 20th century. This tradition is resumed in our acetone-derived products. Our chlorinated are broadly used in the pharmaceutical and agrochemical industries as C-3 building blocks for the synthesis of active ingredients. Our broad portfolio of organic intermediates, silanes and biotechnologically derived products is based on six key raw materials. We are thus highly backward integrated, which we consider an essential element of our portfolio strategy. We are committed to further developing our offering on this basis to meet your specific needs. Acetic Acid Products Derived from Acetic Acid: Organic Acids, Esters and Diketones WACKER’s success was built on the production of acetic acid at the beginning of Starch the 20th century. This legacy on in the products that are based on acetic acid. Our methyl acetate is used as solvent in the pharmaceutical, coatings and detergent OH HO O industries. O O Products Derived from Starch: Cyclodextrins OH HO Cyclodextrins are naturally occurring cyclic oligosaccharides. Depending on the Chloroacetaldehyde and its acetal derivatives are highly functionalized C-2 building O OH HO O blocks for organic synthesis and find use in the pharmaceutical and agrochemical O OH number of glucose units, they are described as alpha- (6 units), beta- (7 units) OH HO and gamma- (8 units) cyclodextrins. industries. HO O HO Cyclodextrins are superior solubility enhancers for active ingredients which can Our ketene-derived products serve as building blocks in the synthesis of active HO O O increase bioavailability and control the release of volatile substances. They can be ingredients and we are proud to be the only remaining Western producer of HO OH acetylacetone. Our acetylacetone is used in PVC stabilizers and as raw material O used as process aid in fermentations and as solubilizer for cell culture media, too. OH OH OH HO WACKER is the only global producer of all three native cyclodextrins, which are in the synthesis of organic intermediates for the pharmaceutical and agrochemical HO O HO O O marketed as CAVAMAX® products. We also offer chemically modified derivatives industries. O ® HO under the CAVASOL trademark. All our native cyclodextrins are produced from Calcium Acetylacetonate is widely used as a component in PVC stabilizers especially starch at our Eddyville plant in Iowa, USA. for PVC window frames and special cables. ® CAVAMAX W6/W7/W8 3,5-DMP is a common blocking agent for isocyanate polymerization.

® O O CAVASOL W7 M Ca O O

CAVASOL® W6 HP Si and MeOH CAVASOL® W7 HP CAVASOL® W8 HP Products Derived from Silicon and Methanol: Silyl Building Blocks and Silylating Agents Glucose WACKER is an important producer of organosilanes. Our chlorosilanes find use as silylating agents, predominantly in carbohydrate Products Derived from Glucose: L-Cystine and L-Cysteine and beta-lactam chemistry. L-Cystine and L-Cysteine are important agents in protein refolding (e.g. insulin). Our C-8 or C-18 chlorosilanes are used for the production of reversed-phase They are used as raw materials for API synthesis (e. g. expectorants) and as chromatographic material. ingredients in cell culture media. Traditionally, they are of human or animal origin. Our chloromethylsilanes serve as building blocks in the synthesis of active WACKER is the first global company to produce L-Cystine in a patented process ingredients for the pharmaceutical and agrochemical industries. through fermentation in E.coli. Due to their fermentative origin, our amino acids, which are marketed under the new FERMOPURE® brand, are of the highest purity, TSE/BSE free and certified as halal and kosher.

8 9 PRODUCT OVERVIEW

Product Name WACKER Name CAS # Min. Assay [%] Availability Industries Product Name WACKER Name CAS # Min. Assay [%] Availability Industries

Cyclodextrins Diketones α-Cyclodextrin CAVAMAX® W6 10016-20-3 90.0 • Acetylacetone AcAc 123-54-6 99.5 • α-Cyclodextrin CAVAMAX® W6 Pharma 10016-20-3 98.0 • Calcium Acetylacetonate Ca-AcAc 9372-44-2 99.0 • β-Cyclodextrin CAVAMAX® W7 7585-39-9 95.0 • Acetonylacetone ACAN 110-13-4 • β-Cyclodextrin CAVAMAX® W7 Pharma 7585-39-9 98.0 • γ-Cyclodextrin CAVAMAX® W8 17465-86-0 90.0 • Silylating Agents γ-Cyclodextrin CAVAMAX® W8 Pharma 17465-86-0 98.0 • Dimethyldichlorosilane Silane M2 75-78-5 99.0 • Methyl-β-cyclodextrin CAVASOL® W7 M 128446-36-6 95.0 • Trimethylchlorosilane Silane M3, TMSCl 75-77-4 99.0 • Methyl-β-cyclodextrin, techn. solution CAVASOL® W7 M TL 128446-36-6 50 • Triethylchlorosilane Silane E3, TESCl 994-30-9 99.0 • Methyl-β-cyclodextrin CAVASOL® W7 M Science 128446-36-6 98.0 • 1,1,1,3,3,3-Hexamethyldisilazane Silazane HMDS 999-97-3 97.0 • Hydroxypropyl-a-cyclodextrin CAVASOL® W6 HP TL 128446-33-3 50 • Octylmethyldimethoxysilane Silane OM-DMO 85712-15-8 96.0 • Hydroxypropyl-β-cyclodextrin CAVASOL® W7 HP 128446-35-5 95.0 • Octadecylmethyldichlorosilane Silane ODM 5157-75-5 85.0 • Hydroxypropyl-β-cyclodextrin CAVASOL® W7 HP TL 128446-35-5 40 • Octadecyldimethylchlorosilane, Silane ODM2 in toluene 18643-08-8 59.0 • Hydroxypropyl-β-cyclodextrin CAVASOL® W7 HP Pharma 128446-35-5 98.0 • 70% in toluene Hydroxypropyl-γ-cyclodextrin CAVASOL® W8 HP Pharma 128446-34-4 98 • Octadecylmethyldimethoxysilane Silane ODM-DMO 70851-50-2 85.0 •

Chlorinated Intermediates Silyl Building Blocks Monochloroacetone MCA 78-95-5 96.0 • Dichloro(chloromethyl)methylsilane Silane CMM1 1558-33-4 99.0 • 1,1,1-Trichloroacetone 1,1,1-TCA 918-00-3 95.0 Upon request Chloro(chloromethyl)dimethylsilane Silane CMM2 1719-57-9 99.0 • 1,1,3-Trichloroacetone 1,1,3-TCA 921-03-9 86.5 • (Chloromethyl)trimethylsilane Silane CMM3 2344-80-1 98.0 • 1,1-Dichloroacetone 1,1-DCA 513-88-2 96.0 Upon request Hexachloroacetone HCA 116-16-5 99.2 • Heterocycles Hexachloroacetone, high purity HCA h.p. 116-16-5 99.8 • 2,5-Dimethylpyrrole 2,5-DMP 625-84-3 99.5 • Chloroacetaldehyde, 45% solution CLACH 107-20-0 45.0 • 3,5-Dimethylpyrazole 3,5-DMP 67-51-6 99.0 • Chloroacetaldehyde dimethylacetal CADMA 97-97-2 99.0 • 3,5-Dimethylisoxazole Dimexazole 300-87-8 98.0 Upon request Chloroacetaldehyde diethylacetal CADEA 621-62-5 98.0 Upon request 2-(Chloromethyl)-1,3-dioxepane CMDO 54237-96-6 Upon request Other Fine Chemicals Ethyl-2-chloroacetoacetate 2-Cl-ACE 609-15-4 96.0 • 2-(1,3-Benzothiazol-2-ylsulfanyl)- BTTBS 95154-01-1 96.0 Upon request N,N-Dimethyl-2-chloroacetoacetamide DMCAA 5810-11-7 96.0 • succinic acid ® 3-Chloro-2-butanone 3-Cl-MEK 4091-39-8 96.0 • Vinyl Laurate VERSA 12 2146-71-6 98.0 Upon request Methylaminoacetaldehyde MADMA 122-07-6 99.5 Upon request dimethylacetal Amino Acids L-Cystine Pharma FERMOPURE® CYSS 56-89-3 98.5 • ® Ketene Acetals L-Cysteine HCl H2O Pharma FERMOPURE CYSH 7048-04-6 98.5 • L-Cysteine free base FERMOPURE® CYSF 52-90-4 98.0 • 2-Methylene-1,3-dioxolane 4362-23-6 Upon request 2-Methylene-1,3-dioxepane MDO 69814-56-8 98.0 Upon request Organic Acids & Esters Methyl acetate 97% MetAc 79-20-9 97 • Methyl acetate 99.5% MetAc 79-20-9 99.5 • Isopropenyl acetate IPA 108-22-5 99.0 •

Pharma Agro Industrial

10 11 2 2(W 2 2 2 2+ 202(WH 2 2 2 2 &O 2+ 20H 2 2 &O &O PRODUCT DETAILS $F2 &O $F2 &O &O &O &O &O & &&O 20H 2(W 2 2 2 &O & &&O  20H 2(W 2 2 2   &O &O

20H 20H 20H 20H + + 1 1 0H2 1 1 1 0H2 20H 1 + 2 20H 20H + 2 20H

1+ 2 2 2 Cyclodextrins 1+ Chlorinated2 Intermediates2 2 2 2 22 2 2 +2 6 2 2 2 2 ® ® ® ® ® ® ®+2 6 CAVAMAX W6 CAVAMAX W7 CAVAMAX W8 CAVASOL W7 M CAVASOL W6 HP TL CAVASOL W7 HP CAVASOL W8 HP Monochloroacetone6 2+ +61,1,3-Trichloroacetone2+ +6 2+ 6 2+ +6 2+ +6 2+ ® ® 2+ 2 2 (α-Cyclodextrin) (β-Cyclodextrin) (γ-Cyclodextrin) CAVASOL W7 M TL (Hydroxypropyl-a- CAVASOL W7 HP TL (Hydroxypropyl-γ- (MCA) (1,1,3-TCA) 2+ 2 2 2 1+  1+ &O+2 1+ (Methyl-β-Cyclodextrin) Cyclodextrin) (Hydroxypropyl-β- Cyclodextrin) 2 1+ 1+ &O+2 1+ Cyclodextrin) OR OR OR

RO OR O O 2(W O RO O RO O O O OR 2 2 O O RO 2 2 2 20H OR O 2(W OR RO O 2 RO RO OR 2 O 2 OR 2 20H OR RO O 2 2 OR RO O O OR 2 OR OR OR RO O O O RO RO O RO OR RO O RO OR RO OR O RO O &O O O OR OR &O &O &O O &O &O O O OR OR &O OR O O O &O &O &O RO &O &O O OR OR OR 2(W RO OR OR O OR RO OR + 20H OR OR 2(W O &O & &&O O   O OR O OR + 20H OR OR O OR OR O &O & &&O OR   OR O OR RO OR OR OR O O OR O OR OR O O OR O OR O O OR OR OR OR O O O OR O OR OR O &O O RO RO O O O OR &O RO OR RO OR

2 2 2 2 2 2 2 2 2 2 2 2 &O &O Industries 2 2 &O &O 6L &O 1 6L 2(W 6L &O 6L &O 6L &O1 6L + 2(W 2(W 10H 6L &O 6L &O 2(W 10H + Product Information • CAS No. 10016-20-3 • CAS No. 7585-39-9 • CAS No. 17465-86-0 • CAS No. 128446-36-6 • CAS No. 128446-33-3 • CAS No. 128446-35-5 • CAS No. 128446-34-4 • CAS No. 78-95-5 • CAS No. 921-03-9 &O &O &O &O &O • White powder • White powder • White powder • Technical solution: • Technical solution: • White powder • White powder • Clear, &O dark-colored, &O • Colorless to&O reddish,

• Technical grade: • Technical grade: • Technical grade: 50% in Content 50% in water, • Technical solution: • Pharmaceutical grade: lachrymatory&O liquid with lachrymatory liquid+ with &O (W 20H 20H (W + 1 &O &O 7I2 1 &O &O &+ 20H 20H Content min. 90.0% Content min. 95.0% Content min. 90.0% • Technical grade: (pH = 12) 40% in water (pH = 12) Powder, content &O a pungent odor &Oa pungent(W odor&O6L &6L+ &+ &+ &+ 6L 7I2 &O (W 6L & + &+ &+ 6L 6L 6L 6L 6L 6L 6L   6L 6L 6L Powder, content min. 98% 6L• Content6L min. 96.0%6L • Content min. 86.5% 6L 6L 6L • Pharmaceutical grade: • Pharmaceutical grade: • Pharmaceutical grade: • Technical grade: &O &O (W &O 20H 20H Content min. 98.0%, Content min. 98.0%, Content min. 98.0%, min. 95.0% Powder, content • Stabilized with 0.1%(W &O 20H 20H

complies with current complies with current complies with current • Pharmaceutical grade: min. 95.0% Drapex 39 (epoxidized 2 &22+ 2 &22+ Ph.Eur. and USP/ Ph.Eur. and USP/ USP/NF monographs Powder, content • Pharmaceutical grade: soy bean oil) 1D 2 1D NF monographs NF monographs specifications min. 98.0% 2 1 1 Powder, content min. 6L 6L1 1 + 1 &22+ 6L 6L 6L 6L + 1 &22+ 1 specifications specifications 6L 6L 1 98.0%, complies with + + 6 + + 6 1 2 1 + current Ph.Eur. and 2 6 + 6 USP/NF monographs specifications

Production • Campaign production • Campaign production • Campaign production • Campaign production • Campaign production • Campaign production • Campaign production • One of the largest • One of the largest • REACH: full registration • REACH: full registration • REACH: full registration • REACH: full registration • REACH: full registration** • REACH: full registration** • Sole manufacturer producers worldwide producers worldwide • Sole manufacturer • Only Western manufac- • Sole manufacturer globally • Efficient utilization of • Efficient utilization of globally turer globally side streams side streams • Scale > 500 MT • Scale > 500 MT • Lead time: campaign • Lead time: campaign production, usually ton production, usually ton quantities in stock quantities in stock • Storage stability of at • Storage stability of at least 12 months least 12 months • REACH: SCC* • REACH: SCC*

Application • Solubilization, stabiliza- • Solubilization, stabiliza- • Solubilization, stabiliza- • Highly efficient • Highly efficient • Highly efficient • Highly efficient • API synthesis • API synthesis, e.g. tion and delivery of tion, delivery and isola- tion and delivery of solubilization agent solubilization agent solubilization agent solubilization agent • Building block for vitamins small active ingredients, tion of mid-sized active large active ingredients, • Solubilization, stabiliza- • Solubilization, stabiliza- • Solubilization, stabiliza- • Solubilization, stabiliza- dyes and agrochemical • Building block for agro- e.g. fatty acids ingredients, e.g. men- e.g. steroids, lipids tion and delivery of tion and delivery of tion and delivery of tion and delivery of substances/actives chemical substances/ • Enhancement of both thol, thymol, macrolides • Enhancement of both mid-sized active ingre- mid-sized active or mid-sized active ingre- large active ingredients, actives oral bioavailability and • Enhancement of both oral bioavailability and dients, e.g. menthol, actives with aliphatic dients, e.g. menthol, e.g. steroids, lipids taste masking of oral bioavailability and taste masking of thymol, macrolides chains, for example thymol, macrolides • Enhancement of pharmaceutical and taste masking of pharmaceutical and • Enhancement of pheromones • Enhancement of bioavailability of agrochemical active pharmaceutical and agrochemical active bioavailability of • Enhancement of bioavailability of agrochemical active ingredients; enabling agrochemical active ingredients; enabling agrochemical active bioavailability of agrochemical active ingredients; enabling of delayed release of ingredients; enabling of delayed release of ingredients; enabling agrochemical active ingredients; enabling of delayed release of volatile materials of delayed release of volatile materials of delayed release of ingredients; enabling of delayed release of volatile materials volatile materials volatile materials of delayed release of volatile materials volatile materials

* SCC: handling as intermediate under strictly controlled conditions. ** Only if purchased from Wacker Chemie AG

Pharma Agro Industrial

12 13 2 2 22+ 2 20H 202(WH 2(W2 2(W2 2 2 2 2 2 2 2+ 2+ 20H 2 2 &O 2 &O &O &O &O $F2 &O $F2 &O $F2 &O &O &O &O &O &O & &&O 20H 2(W 2(W2 2 2 2   &O& &&O &O & &&O20H 20H 2(W 2 2 2 2 2   &O &O &O

20H 20H 20H 2 20H 20H 2 2 202+H 2(W20H 2 2(W 2 + 20H 2 2 2 2 2+ + + 2 &O &O 2 2 2(W 2 1 1 1 2 2 2 &O 2+ 20H 2+ 20H 2(W 2 1 0H2 1 1 &O 2 2 &O 2 1 1 0H2 0H2 20H $F2 $F2&O &O &O + 2 1 2 20H 20H 20H PRODUCT DETAILS&O &O &O &O 2(W + + 2 20H 20H &O & 20H&&O 2(W20H 2 2 2$F2 2 &O $F2 2 &O& &O &&O   2 &O &O 2(W 2 2 &O& &&O 20H &O & &&O 20H 2(W 2 &O 2 &O 2 2   &O &O 1+ 1+ 2 2 2 2 2 2 20H 20H 1+ 2 2 2 20H 20H 2 2 2 2 2 20H 2 22 2 2 2 2 2 2 + + 20H +2 +26 6 20H 1 20H +2 6 1 1 1 + 6 2+ 1 0H2 0H2 + 6 +6 2+6 2++6 2+ +6 +62+ 2++6 2+ +62+ 2+ 1 1 20H 20H1 1 + 2+ 2 20H 20H0H2 1 2+ 2 2 2 2 1 1 0H220H  2+ 2+2 2 + 2 20H 2 2 1+ 1+ 1+ &O+2  1+  + 20H 2 20H 2  1+ 1+ &O+2 1+ &O+21+ 1+

1+ 1+2 2 2 2 2 2 2(W 2(W Chlorinated Intermediates 1+ 2 2 2 2 2 2 2 2 2 2 2 2 2 20H 20H 2(W 1+ 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 20H +2 6 +2 6 2 2 2 2 2 2 2 2 2 2 &O 6 +22+ 6 +6 6 2+ 2+ +6 +6 2+ 2+ +6 2+ &O &O &O &O&O &O &O &O &O &O &O &O 1,1-Dichloroacetone Hexachloroacetone+2 6 Chloroacetaldehyde, Chloroacetaldehyde Chloroacetaldehyde Ethyl-2- &O N,N-Dimethyl-2-&O &O 3-Chloro-2-Butanone&O &O2(W 6 2+ +6 2+ +6 2+ 2 2 &O & &&O + + 20H 20H 2(W 2(W 6 2+ 2+ +62 2+ 2+ 2 +6 2+   &O& &&O &O & &&O + 20H 2 1+     2 1+(1,1-DCA)  1+ &O+2 (HCA)1+  &O+1+2 1+ 45% Solution 2+ Dimethylacetal2 2 Diethylacetal2 Chloroacetoacetate Chloroacetoacetamide (3-Cl-MEK)  2+ 2 &O 2 1+ 1+ &O+2 1+  &O &O 2 1+ (CLACH) 1+ &O+2 (CADMA)1+ (CADEA) (2-Cl-ACE) (DMCAA) O 2 2 2 2 2 2 2 202(HW 2(W 2 2 22 2 2 2 2 2 2&O 2 2 2 2 2 2 2 2 20H 2 2 2 2 2 2 &O&O &O&O 2 2 2(W 2(W &O CI 2 2 2 2 2 2 2 2 20H 2 20H &O &O &O 2 &O &O CH &O &O &O &O &O &O 6L &O 6L6L &O&O 1 6L 1 6L 1 3 2(W 2(W 2(W 6L6L6L &O&O&O 6L6L &O&O + 6L &O &O &O + &O 20H2(W&O &O &O 2(W 2(W 10H 10H 6L &O + + &O& &&O &O& &&O&O + &O 20H &O &O &O 2(W 2(W 10H 2(W 2(W &O &O& &&O + 20H + 20H &O &O CI &O &O& &&O &O &O &O &O &O &O &O &O &O &O &O &O &O 2 2 2 2 2 2 2 2 2 2 &O &O + + 2 2 2 2 &O &O &O &O (W (W1 (W &O+ &O 20H 20H20H 20H 2 2 2 &O 1 &+ 1 &O 20H 20H 2 2 2 2 2 &O 2 &O 7I2 &O &O7I2 (W &O &+ &O &+ & + Industries 2 2 2 2 &O &O &O &O7I26L (W6L &O (W &+ &&++ &+ &+ &O 6L 6L 6L 6L 6L 6L 6L 6L 6L &+ &+ &+ 6L &O 6L &O 1 6L 1 6L 6L 6L 6L 6L6L 6L 6L 6L 6L6L 6L 6L 2(W 2(W 6L &O 6L 6L &O &O 6L &O + 6L 6L 6L 6L 6L 6L 6L 2(W 2(W10H 10H 6L &O + 1 6L 2(W 6L &O 6L 6L &O &O 6L &O 1 &O 6L &O 2(W 2(W 10H &O + 6L &O + &O (W 20H Product Information • CAS: 513-88-2 • CAS No. 116-16-5&O • CAS2(W No. 107-20-0 10H • CAS No. 97-97-2 • CAS No. 621-62-5 • CAS No. 609-15-4 • (WCAS No. 5810-11-7(W &O • CAS No.&O 20H 4091-39-8 20H 20H20H 20H &O &O &O &O &O &O &O &O &O &O &O • Content min. 96.0% •&O Clear, colorless to &O• Clear, colorless&O to • Clear, &O colorless, • Content min. 98.0% • Colorless to yellowish • Brownish liquid • Colorless to brownish, 2 2 2 &22+ &22+ &O &O + &22+ (W + yellowish(W liquid with a slightly yellow, skin- 20H mobile20H liquid with liquid with a pungent mobile, lachrymatory &O 1 1 &O 20H&O 20H • Content min. 96.0% &O &O 7I2 &O&O &+ &O + &+ + 7I2 &O (W &O (W (W &+ &(W&++ &O &+&+ 20H &+ 20H 2 1D 1D 6L 6L 6L slightly6L pungent6L 6Lodor 1 6L irritating liquid with 1 a pleasant smell &O 20H 20H odor2  2 1D liquid with a pungent 6L 6L &O 6L 7I2 6L &O &+ &O & + 1   1 6L 6L 6L &O (W&O 6L 7I2 6L&O6L (W 6L &6L+ 6L&+  &+ 6L 6L 1 1 1 6L 6L 6L 6L 6L 6L &+ &+ &+ 6L 6L 6L 6L 1 + + 1 &22+1 &22+ &22+ 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L + 11 1 &O &O • Two grades available: 6La pungent 6Lodor 6L • Content min. 99.0%6L 6L 6L • Content min. 96.0% 6L 6L odor 1 (W (W &O 20H&O 20H20H 20H + + 6 6 &O + + + + 1 6 1 &O (W 20H 20H 2 2 1 min. 99.2% • 45.0% aqueous(W solution&O &O 20H 20H 2 • Content min. 96.0%+ + + 6 6 6 2 and min. 99.8%2 &22+• Transportation &22+ between 2 15 °C and 40 °C 2&22+ &22+ 2 2 1D 1D   1 6L 6L 6L 16L 2 1 1D1 + 2 + 1 1D&22+ 1 &22+ 6L 6L 6L 6L 1 1  1 1 1 Production • One of the6L largest6L • One of the6L largest6L + •1 One of the largest1 &22+• One of the largest &22+ • Lead time: upon • Lead time: campaign • Lead time: campaign • Lead time: campaign 6L 6L 6 + 1 1 + + + + 66L 6L 1 1 2 2 1 producers+ worldwide+ producers+ worldwide+ producers worldwide+ 6 + producers worldwide6 request production, several tons production, several tons production, several tons 2 6 6 1 1 2 + + • Efficient utilization of • Efficient utilization of • Lead time: campaign6 • Lead time: campaign6 • Backward integration to usually held in stock. usually held in stock. usually held in stock. side streams side streams production, several tons production, several tons VAM and chlorine • Scale > 500 MT • Scale > 500 MT • Scale > 500 MT • Lead time: upon • Lead time: campaign usually held in stock usually held in stock • REACH: SCC* • REACH: SCC* • REACH: SCC* • REACH: SCC* request production, several tons • Scale: >500 MT • Scale >500 MT • Scale: pilot quantities usually held in stock • Backward integration • Backward integration to • Storage stability: • Scale > 500 MT to VAM and chlorine VAM and chlorine min. 6 months • Storage stability of at • Storage stability: • Storage stability: • REACH: SCC* least 12 months 12 months 12 months • REACH: SCC* • REACH: SCC* • REACH: SCC*

Application • API synthesis, e.g. • API synthesis • API synthesis • API synthesis, e.g. car- • API synthesis • API synthesis, e.g. • Building block for agro- • API synthesis, e.g. sul- vitamins • Precursor for • Building block for bimazole, methimazole • Building block for agro- cimetidine, vitamin B6 chemical substances/ famoxole, sulfaguanole • Building block for agro- deuterochloroform dyes and agrochemical • Building block for agro- chemical substances/ • Building block for agro- actives • Building block for agro- chemical substances/ • Building block for agro- substances/actives chemical substances/ actives chemical substances/ chemical substances/ actives chemical substances/ actives • Building block actives actives actives • Building block for for flavors • Building block for • Building block for flavors, e.g. terpene heterocycles heterocycles and acetals aroma chemicals

*SCC: handling as intermediate under strictly controlled conditions. *SCC: handling as intermediate under strictly controlled conditions.

Pharma Agro Industrial

14 15 PRODUCT DETAILS

2 2 2+ 2 20H 2 2(W 2 20H 2(W 2 2 2 22 2 2+ 202+H 2(W 2 2 2 2 2(W2 2(W&O2 2 2(W &O 2 2 2 2 2 2 2+ 202+H 20H 2+ 2 &O 20H 2 &O 2 2 2 &O &O 2 &O &O &O $F2 &O $F2 &O &O &O $F2 &O &O&O &O 2(W $F2 $F2 $F2 2 &O &O& &&O 20H &O & &&O 2 2(W20H 2(W 2 &O &O &O &O &O &O 22 2 2 &O& &&O  20H  2 &O & &&O &O & 20H&&O 2(W&O20H& &&O2 2(W2 20H 2 2(W 2 2 2 2       &O 2 2 2 &O &O &O &O &O 20H 20H 20H 20H Amino Acids 20H 20H Organic Acids & Esters Diketones 20H 20H 20H + + 20H 20H 20H 1 + ® ® 1 ® 1 1 1 + 1 + + 0H21 0H2 FERMOPURE FERMOPURE1 1 1 1FERMOPURE1 0H2 20H Methyl Acetate20H Isopropenyl Acetate Acetylacetone Calcium Acetylacetonate Acetonylaceton 1 1 0H2 0H2 1 + 0H2 2 + 20H 2 20H 20H 1 1 1 20H 20H + 2 20H 20H L-Cystine+ Pharma+ 2 (CYSS)2 + 20HL-Cysteine2 20H Hydrochloride Mono20H- L-Cysteine Free Base (CYSF) (MetAc) (IPA) (AcAc) (Ca-AcAc) (ACAN) hydrate Pharma (CYSH) 1+ 2 1+ 2 2 2 O 1+ 2 2 2 2 2 2 1+ 1+ 2 2 1+ 2 22 2 2 2 2 2 2 2 2 2 22 2 2 2 +2 6 2 2 2 2 O O 2+2 2 62 +2 2 2 6 22 2 2 2 2 22 2 2 Ca 6 2+ +6 2+ +6 2+ +2 +2 6 6 +2 6 6 2+ 6 +6 2+ 2+ +6 +6 2+ 2+ +6 2+ O O 2 6 6 2+ +62+ +662+ +6 2+2+ 2++6+6 2+2+ +6 2+ 2+ 2 2+ 2 2 2   2+ 2 2 1+ 2 1+2  &O+2 1+ 2 1+  2 2+2 2 2+ 1+ 2 2+ 1+ &O+ 2 2 1+ &O+1+2 1+       O 2 2 1+ 1+ 2 1+ &O+2 1+1+ &O+2 1+ 1+1+  &O+2 1+

2 2 2 20H 2(W 2(W 2 2 2 22 2 2 2 2 2 2 20H 202(HW 2 2 2(W 2(W 2 2(W 2 22 2 2 22 2 2 2 2 2 2 20H 202H 20H Industries 2 2 2 &O &O &O &O &O &O&O &O &O &O &O&O &O &O &O &O &O &O 2(W &O &O &O &O &O &O &O &O &O &O &O + &O 20H 2(W 2(W &O &O &O &O &O &O& &&O&O &O& &&O+ + 20H 20H 2(W 2(W &O& &&O 2(W Product Information • CAS No. 56-89-3 • CAS &ONo.& 7048-04-6&&O &O& &&O + &O•& +CAS20H&&O No. 52-90-4 20H+ 20H • CAS No. 79-20-9 • CAS No. 108-22-5 • CAS No. 123-54-6 • CAS No.9372-44-2 • CAS No. 110-13-4 &O &O &O • Almost white powder &O • Almost&O white powder &O • White powder • Clear, colorless, • Clear, colorless • Clear, colorless liquid • Fine whitish powder • Clear, colorless liquid 2 2 2 22 22 2 2 2 2 &O 2 2 2 neutral2 liquid with a liquid with a pleasant, with a ketone-like odor • Content min. 98.5 – 101.0% • Content min. 98.5 – 101.0% • Content min.2 98.02 – 101.0%2 2 2 2 &O &O &O &O • Calcium content 2 22 2 2 2 2 2 2 22 2 2 2 2 &O 2 2 2 2 2 2 &O &O&O &O &O &O mild, ester-like odor 1ester-like6L odor • Complies with current • Complies with Eur.Ph. and • BSE/TSE-free 6L &O 6L &O 6L &O 1 6L • Content1 6Lmin. 99.5% min. 16.3 – 17.3% 2(W 2(W10H 6L &O 6L 6L&O &O +6L &O 6L &O + 6L &O 6L 2(W&O2(W 6L  &O1 6L 2(W10H 1 6L 10H 1 6L 6L &O + 6L &O 6L 6L&O &O 2(W6L &O 6L &O  6L &O • Two grades available: • Content min. 99.0% 2(W 2(W 2(W 10H 10H 10H + &O+ + Eur.Ph. and FCC 2(W 2(W current USP specifications2(W • Certified as kosher and halal &O &O • Keto and enol forms of • Particle size <40 μm &O &O &O &O &O &O &O &O &O &O&O &O min. 97% and specifications &O • BSE/TSE-free&O &O &O &O &O AcAc coexist in solution min. 99% &O &O &O min. 99.5% • Non-GMO micro-organisms &O &O + • AcAc is a weak acid • Certified as kosher and halal &O (W + (W &O + 20H 20H 1 (W 1 &O 20H&O 20H20H 20H &O &O &O + + &O 7I2 + &O &O &1+ • Available&O in drums&+ (full (W (W (W 20H&O &O (W20H 20H 7I2 20H 20H&O (W &O&20H+ &+ &+ &+ & + &+ (pKa of 9.0) • BSE/TSE-free 1 16L &O 1 &O 7I2 6L &O&O6L (W 6L 6L & + &&++ &+  &O &O •&O Special grade&O available:&+ &O6L &6L+ 6L &O 6L &+ 6L 6L 6L 6L 6L  7I2 7I2 &O (W &O (W 7I2 &O (W & + &&6L++ 6L &6L+ &+ & + 6L &+ &+6L 6L 6L&+ 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L   6L 6L   6L 6L  container6L loads) and 6L 6L 6L 6L 6L 6L 6L 6L6L 6L 6L 6L 6L 6L • Certified as kosher and halal endotoxin tested&O 6L 6L6L &O 6L 6L 6L &O (W (W &O 20H 20H 20H &O &O &O (W bulk containers&O 20H&O 20H20H (W (< 25(W IU/g) (W &O 20H&O 20H 20H &O 20H 20H 20H

2 &22+ 2 2 &22+ &22+ Production • Industrial-scale production • Batch 2 electrolysis2 &22+ 2 • Batch&22+ production &22+ • Continuous production • Dedicated plant with • Dedicated plant with • Backward integration to • Lead time: campaign 2 1D 2 1D 2 1D  1D 1D 1D 6L 6L 1  1 1 1 in dedicated2 plant2 2 • Non-human, non-animal origin 6L •6L Non-human,6L 1non-animal6L + origin 1 1 &22+• +Capacity of several 1 &22+continuous high-tem- continuous high- acetylacetone production 1 1 1 1 1 6L 16L 6L 6L + 1 1 &22+ 1 6L 6L6L 6L 6L 6L + + 1 &22+ 1+ &22+6L 6L 1 &22+ 1 • Non-human, non-animal6L 6L 6L 6L 6L 6L + + 1 + + 1 1 6 1,000 MT per year 6 perature process temperature process • REACH: full registration • REACH: SCC* • REACH: full registration, + •+ REACH: full registration2 16 1 + ++ + + + 6 6 6 2 2 + 1 + 1 1 1 6 6 + origin due to “vegetarian” 2 covered 2by the registration of 2 + + + • REACH:6 full registration • Scale of several • Scale of several 6 6 6 fermentation L-Cysteine HCL Anhydrous 1,000 MT per year 1,000 MT per year • REACH: full registration** • Parallel production • Parallel production in different reactors in different reactors • Backward integration and ovens to acetic acid • Backward integration • REACH: full registration to acetic acid and SCC* • REACH: full registration and SCC*

Application • Excipient for API • Excipient for API • Excipient for API synthesis, • API synthesis • API synthesis, i.e. • Synthesis of metal • Component of stabilizer • Specialty solvent synthesis, e.g. expectorants synthesis, e.g. expectorants e.g.expectorants • Building block for agro- mild acylation acetylacetonates for systems for PVC • Protecting group for • Essential ingredient in cell • Process aid in insulin • Essential ingredient in cell chemical substances/ • Flavoring and fragrance PVC stabilizers processing primary amines culture media fermentation culture media actives synthesis • Precursor for peroxides • API synthesis, • Essential ingredient in cell • Potential use as environmentally • A technical solvent in as initiator for e.g. isocarboxazid, culture media friendly corrosion inhibitor detergent, coatings, polymerization rolgamidine, adhesives, cosmetics, • API synthesis, e.g. mopidralazine agrochemical and phar- nicarbazine, vitamin B6 maceutical industries • Building block for agro- chemical substances/ actives

** Use as an excipient is exempted from REACH registration *SCC: handling as intermediate under strictly controlled conditions.

Pharma Agro Industrial

16 17 2 2 2+ 20H 2(W2 2 20H 2(W 2 2 2 2 2 20H 2(W 2 2(W 2 2 2 2 2+ 2(W 2 2 2 2 2+ 2+20H 20H 2(W 2 2 2 &O 2 2 &O 2+ 20H 2 2 2 2 2 &O &O 2+ 2 20H 2(W 2 2 &O 2 2 2 2 &O 2(W 2+ &O &O 2 2 2+ &O 202&OH $F2 &O &O 2 $F2 &O $F2 2 &O &O &O &O &O $F2 $F2 &O &O &O &O $F2 &O &O & &&O 20H 2(W 2 20H 2(W 2 &O $F2 &O &O &O 2 20H 2(W 2 2(W 2 2 &O  &O& &&O 2(W 2 &O &O& &O&&O&  &&O20H 20H 2(W 2 2 2 &O& &&O 20H 2 $F2 &O 2 2 2 2 &O &O& &&O 2(W 2 2 2 &O 2 2 2(W &O& &&O 20H &O &O 2 &O& &&O 20H2 2 2 &O &O &O &O &O &O 20H 20H 20H 20H 20H 20H 20H 20H 20H 20H 20H + 20H + 2020H H + 20H + + 20H 1 1 1 + 1 1 1 1 1 + 0H2 0H2 1 1 1 + 0H2 0H2 1 1 1 20H 0H2 20H 1 1 1 0H21 1 20H +20H1 2 20H 1 + 2 20H 20H 1 0H2+ +2 2 1 2 20H 20H0H2 20H + 2 20H 1 + 20H20H2 20H + 2 20H + 20H

1+ 2 2 1+ 2 2 2 2 1+ 2 2 2 1+ 1+ 2 2 2 2 2 1+ 2 2 2 2 1+ 2 2 2 2 2 2 2 2 2 2 1+ 2 2  2 2 22 2 2 2 2 2 2 +2 2 62 2 2 22 +2 2 2 2 6 2 2 2 2 2 +2 6 2 2 +2 6 2 2 2 +2 +2 6 6 2 2 6 2 2+2 +6 2 2+ +6 6 2+ 2+ +2 6 +2 6 6 2+ +6 2+ +6 2+ 6 6 2+ 2++6 +6 2++6 2+ 2++6 +6 2+ 2+ 6 2+ +6 2+ +6 2 2+ 6 2+ +6 2+ 2+ 2 2+ 2 PRODUCT DETAILS6 2+ +6 2+ +6 2+ +6 2+ +6 2+ 2  2 2 2 2 2+ 1+2+ 2 22 1+ &O+ 2 1+  2+ 2   2+2 2  2 2  1+ 1+  &O+2 1+ 2 2 1+ 1+  1+ &O+ 1+2 2+ &O+2 1+2 1+ 2+ 22 1+ 1+ &O+ 2 1+ 2 1+ 1+ &O+2   1+      2 1+ 1+ &O+2 2 1+ 1+ 1+ &O+2 1+

2(W 2 2 2 2 2 2 2 20H 2 20H 2(W 2 2 2 20H 2(W2 2(W2 2 2 2(W 2 22 2 2 2 2 2 2 2 2 2 20H 20H 2(W 2 2 2 2 2 2 20H 22 2 2 22 2 2 20H 2(W 2 20H 2(W 2 2 2 22 2 &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O + 20H &O 2(W &O 2(W &O &O &O &O&O &O &O &O &O &O 2(W &O&2(W &&O &O& &&O + 20H 2(W &O& &&O + + 20H 20H2(W + 20H &O&+ &O&&O& &&O 20H + 2(W 20H 2(W &O& &&O &O& &&O &O & &&O + 20H   &O &O &O &O &O &O &O &O

2 2 2 2 2 2 2 2 2 2 Silylating Agents 2 22 2 2 2 2 2 2 2 2 &O2 &O 2 &O 2 2 2 2 2 22 2 2 2 2 22 22 &O &O 2 2 2 2 &O &O 2 2 2 22 22 2 &O 2 2&O 2 &O &O &O &O 2 2 &O &O &O 6L &O 6L 1 &O 6L 1 6L Dimethyldichlorosilane Trimethylchlorosilane Triethylchlorosilane 1,1,1,3,3,3- 2(W6L &O Octylmethyldimethoxy-1 6L Octadecylmethyl-6L &O 6L &OOctadecyldimethylchlo- 6L Octadecylmethyl-&O 6L &O6L &O 6L &O 1 10H 6L 1 2(W 6L 10H 6L + &O 6L &O 1 + 6L 2(W 2(W 6L &O 6L10H &O 6L &O6L 1 &O 6L 2(W6L &O6L &O 2(W + 1 2(W6L  6L &O 6L &O + 2(W 2(W 2(W 10H 10H  6L &O + 6L6L &O&O 6L &O + + 2(W 10H (Silane M2) 2(W(Silane M3, TMSCl)10H 2(W 2(W2(W (Silane E3, TESCl) Hexamethyldisilazane silane 6L &O &O+ dichlorosilane rosilane 70%&O in Toluene dimethoxysilane 2(W 10H &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O &O&O &O &O (Silazane HMN, HMDS) (Silane OM-DMO) &O (Silane ODM) (Silane ODM2 in toluene) (Silane ODM-DMO) &O &O &O &O &O + &O (W &O &O (W 20H + 20H 20H &O &O &O + +(W + + 20H 1 + 1 &O 20H (W &O (W (W &O 1 20H 20H&O&O &O20H 7I2 20H 20H&O 20H(W &O &O 7I2&+ (W 1 &O &+ &O 20H 20H 1 1 1 &O &O+ &+ 6L 6L &O&+ (W &+ &O &+& + &+ &+ &+ &O &O &O 7I2 7I2 &O &+&O (W &O (W &&O+ &+6L &O & + 20H &6L+ &O 20H 6L7I2 6L 6L   7I2 &O&O (W 7I2 &O (W&O (W & + 6L 6L &+ 1 &+&6L+ &+ 6L &+ &+  &+ 6L &O (W 6L &+ &+ &+ 6L 6L 6L 6L 6L 6L 6L &O 7I26L 6L 6L  &O6L (W 6L 6L &+ &O &&++  6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L&+ 6L 6L&+ 6L &+ 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L 6L6L 6L 6L 6L 6L 6L &O 6L 6L &O 6L &O &O &O (W &O &O (W 20H 20H 20H 20H &O (W 20H 20H &O (W &O (W (W &O 20H &O 20H&O &O20H 20H 20H 20H (W &O 20H 20H (W &O 20H 20H 2 &22+ 2 2 &22+ 2 2 2&22+ &22+ &22+ &22+ 2 &22+ 2 &22+ Industries 2 1D 2 1D 2 1D 2 1D 1D  1 1D   2 2 1D  6L 6L 1 2 1 1 1  1 12 1 1D 1 1 6L + 6L 1 1 &22+ 1 + 1 &22+ 6L 6L 6L 6L6L 6L1 + 1 1 &22+ + 1 &22+6L &22+6L 6L 6L 1 &22+ 1 6L 6L 6L 6L 1 + + 1 1 1 1 &22+ 1 6L 6L + 1 6L 6L 6L6L 6L6L6L 6L + 11 1 &22+ 6L 6L 1 Product Information • CAS No. 75-78-5 • CAS No. 75-77-4 • CAS 6LNo. 994-30-96L • CAS+ No. 999-97-3+ • CAS+ No.1 85712-15-8+ • CAS6 No. 5157-75-5 • CAS No. 18643-08-86 • CAS No. 70851-50-2 + + + + 6 6 6 2 1 6 1 + + + + 1 6 1 1 + + 2 + 1 2 + + 2 2 + 1 6 6 2 + • Clear, colorless liquid • Clear, colorless, highly • Clear,2 colorless,6 • Colorless liquid + + + • Clear,1 colorless liquid • Colorless to slightly • Clear, colorless6 to • Colorless+ liquid with a 2 6 6 6 + 6 with a pungent odor flammable liquid flammable liquid available as 6 with a characteristic colored, caustic liquid slightly yellow, caustic slight odor • Content min. 99.0% • Content min. 99.0% • Content min. 99.0% min. 97.0% and odor • Content min. 85.0% and highly flammable • Content min. 85.0% min. 98.0% grade • Content min. 96.0% liquid • 70% solution in toluene • Content min. 59.0%

Production • Continuous Müller- • Continuous Müller- • Campaign production • Dedicated large-scale • Alkoxylation technology • Hydrosilylation • Hydrosilylation • Alkoxylation technology Rochow process Rochow process • REACH: SCC* production • Backward integration technology technology • Backward integration • Backward integration • Backward integration • Backward integrated to to chlorosilanes • Backward integration • Backward integration to chlorosilanes • Supply security • Supply security Silane M3 • Campaign production to hydrosilanes to hydrosilanes • Campaign production ensured by two inde- ensured by two inde- • REACH: full registration • Campaign production • Campaign production pendent plants with pendent plants with • REACH: SCC* several thousand MT several thousand MT per year per year • REACH: full registration • REACH: full registration

Application • Bi-functional silylating • Universal silylating • Silylating agent for the • Universal silylating • High-quality derivatiza- • High-quality derivatiza- • High-quality derivatiza- • High-quality derivatiza- agent for the derivatiza- agent for the derivatiza- derivatization of primary agent, e.g. for the tion agent for the tion agent for the tion agent for the tion agent for the tion of diols tion of alcohols, amines, and secondary alcohols derivatization preparation of rever- preparation of rever- preparation of rever- preparation of rever- etc. of alcohols, carboxylic sed-phase chromato- sed-phase chromato- sed-phase chromato- sed-phase chromato- • Used in 7-ACA acids, amines, amides graphic material, e.g. graphic material, e.g. graphic material, e.g. graphic material, e.g. synthesis for HPLC columns for HPLC columns for HPLC columns for HPLC columns

*SCC: handling as intermediate under strictly controlled conditions. *SCC: handling as intermediate under strictly controlled conditions.

Pharma Agro Industrial

18 19 2 2(W 2 2 2(W 2 2 2 2+ 2 20H 2+ 20H 2 2 &O 2 &O &O &O $F2 &O $F2 &O &O &O 2(W 2 &O& &&O 20H 2 &O & &&O 20H 2(W 2 2 2 2   &O &O

20H 20H 20H 20H + + 1 1 1 0H2 1 0H2 1 20H1 20H + 2 20H + 2 20H

1+ 2 2 2 1+ 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2+ 20H +2 2(W 6 2 +2 6 2 2 2 2 2+2(W 20H 2(W 2 2 2 2 2+ 20H &O 2 6 2+ +6 2+ +6 2+ 6 2+ 2 &O 2 &O &O +6 2+ +6 2+ &O 2 $F2&O &O 2+ 2 2+ 2 2 $F2 &O &O   $F2 &O &O &O & &&O 20H 2 2(W 1+2 1+ &O+2 1+ 2 1+ 1+ &O+ 2 1+ &O 2 &O2& &&O2(W 20H  2(W 2    2 2 &O2& &&O 20H   2 2 &O &O &O 2(W 2(W 20H 2 2 2 2 2 2 2 2 2 20H 2 2 20H 20H 20H 20H 2 20H + 20H &O + 1 + 1 &O &O &O &O &O &O &O &O &O &O &O 1 1 0H2 2(W 1 1 10H2 20H + 20H + 20H 2(W 1 10H2 + 2 20H 20H &O& &&O &O& &&O + PRODUCT2 20H 20H DETAILS + 2 20H &O &O

1+ 2 2 2 2 2 2 2 2 2 1+ 2 1+ 2 2 2 2 2 2 2 &O 2 2 2 2 &O  2 2 2 2 2 2 &O &O 2 2 2 2 +2 6 2 2 22 22 2 +2 6 1 6L +2 6 6 2+ 6L &O 6L &O 6L &O 6L &O 1 6L +6 2+ +6 2+ 2(W 10H 2(W 6L &O + 6L &O + 6 2+ +6 6 2+ 2++6 +6 2+ 2+ +6 2+ 2(W  2(W 10H 2+ 2 2  22+ 2 2 &O &O 2  1+ 2+ 2 1+ &O+2 1+ &O 2  1+ 1+ &O+ 2 1+ &O &O &O 2 1+ 1+ &O+2 1+    &O &O

&O + &O + 2 2 2(W (W &O 20H (W 20H 20H 20H Silyl Building Blocks2 2 2 2 2(W 20H 1 Heterocycles&O & + 1 Other Fine Chemicals&O 2 2 2 2 2 2 2 2 20H 2 2(W 20H &O 7I2 &O (W   &O 7I2 & + &O &+ 2 2 2 6L 6L 6L &+ &+&O (W  6L 6L &+ &+ &+ &O 6L 6L 6L 6L 6L 6L &O &O &O &O &O 6L 6L 6L 6L 6L 6L 2 6L 6L 2(W 6L ® &O &O &O &O &O &O &O 2 2 2+ 20H 2 &O &O &O &ODichloro(chloromethyl)-&O Chloro(chloromethyl)-+ (Chloromethyl)trimethylsilane20H 2(W 2,5-Dimethylpyrrole 3,5-Dimethylpyrazole2 &O 2-(1,3-Benzothiazol- VERSA 12 + &O& 2(W&&O 20H 2(W &O &O + &O& &&O 20H (W &O 20H (W 20H &O &O 20H 20H &O& &&O methylsilane dimethylsilane (Silane CMM3) $F2(2,5-DMP) (3,5-DMP) 2-ylsulfanyl)-Succinic Acid (Vinyl Laurate) &O &O &O &O &O & &&O 20H 2(W 2 &O (Silane CMM1) (Silane CMM2) 2 2  (BTTBS) 2 &22+ 2&O &22+ 2 2 2 2 2 2 2 2 2 2 &O 2 2 2 2 2 2 2 &O &O O 2 2 2 2 &O &O 2 1D 1D &O  2 20H 1 1 1 20H 1 6L &O 6L &O 6L 6L 1 6L + 6L 6L1 &22+ 1 &22+ 2(W 6L &O 1 6L &O + 1 + + O 2(W 6L &O 2(W6L &O 10H 6L &O1 6L &O 6L 6L 6L 6L 1 2(W 10H 6L &O + + 1 1 2(W 10H 2(W 6 0H2 &O + + 1 + + 1 20H 6 &O &O &O &O 2 + 2 20H 2 1 &O &O &O + + &O &O &O &O 6 6

&O + &O &O + (W &O 20H 20H + (W 1 20H 20H 1+ 2 2 2 (W &O 7I2&O 1 &O 20H (W &O20H &O &+ Industries&O 7I21 &O &+ 6L 6L &+ &+ &+ &O 7I2 6L &O&O &(W+ & + 6L &+ &+ 2 2 2 6L &O (W 6L 6L 6L 6L &6L6L+ 6L &+ &+ 6L 6L 2 2 6L 6L 6L 6L6L 6L 6L +2 6 6L 6L 6L 6L 6L 6L6L 6L 6L &O 6 2+ +6 2+ +6 2+ &O (W 20H 20H &O Product Information (W • CAS No. 1558-33-4 • CAS No. 1719-57-9&O • CAS No. 2344-80-1 • CAS No. 625-84-3 • CAS No. 67-51-6 • CAS No. 95154-01-1 •2 CAS No. 2146-71-6 (W &O 20H &O20H 20H 20H 2+ 2 2 1+  • Clear, mobile, • Clear, mobile, • Clear, mobile, colorless liquid  • White1+ solid &O+ 2with a pleasant1+ • Content min. 96.0% • Clear, colorless liquid. 2 &22+ 2 colorless2 to&22+ yellowish, caustic &22+colorless to yellowish, caustic with a pungent odor odor Immiscible with water 2 1D 2(W 1D  2 2 2 2 2 20H 2 1D 2 liquid with1 apungent odor 1 liquid with a pungent odor • Content min. 98.0% • Content min. 99.0% 2 • Stabilized with 3 ppm  1 6L 6L 1 + 1 &22+ 1 6L 6L 1 &22+ 1 6L 6L + 1 6L + 6L &22+ 1 &O &O &O &O 6L 6L 6L 6L • Content min. 99.0% 1 • Content min. 99.0%1 &O &O +/-1 ppm + + 6 • Low silicon content (esp. 2(W + + 6 1 &O& &&O + 20H + + 6 2 1 + 2 2 1 + 6 relevant to Hydroquinone (HQ) + 6 &O 6 coatings) • Content min. 98%

2 2 2 2 2 2 2 &O &O

6L &O 1 6L 2(W 6L &O 6L &O Production • One of the largest • One of the largest • Lead time: campaign production • Campaign production 2(W• Campaign production10H with a • Campaign production • One of the largest+ producers worldwide producers worldwide typical quantity of 50 MT &O producers worldwide • Backward integration to Silane • REACH: SCC* &O &O &O • REACH: full registration • Proprietary technology • Proprietary technology CMM2 and MeCl • One of the largest • Continuous production &O + • Continuous production in dedi- • Continuous production in • REACH: SCC* producers(W globally1 &O 20H • 20HNo classification as &O &O &+ 7I2 &O (W & + & + &+ 6L 6L 6L 6L     cated equipment dedicated equipment 6L 6L • REACH:6L full registration 6L 6L 6L hazardous material &O • Backward integration to • Backward integration to (W &O 20H • 20HLauric acid from palm silicon and chlorine silicon and chlorine kernel oil from • REACH: SCC* • REACH: SCC* 2 &22+ sustainable sources

2 1D (RSPO certified) 1 1 6L 6L + 1 &22+ 6L 6L 1 Application • Building block for agrochemical • API synthesis • API synthesis • Coatings (blocking agent for • Industrial6 applications • As monomer for + + 1 2 + substances/actives • Precursor for performance • Building block for agrochemical isocyanates) 6 producing vinyl • Synthesis of products substances/actives • API synthesis polymers silicon-containing • Special properties to intermediates polymers such as hydrophobicity or elasticity. • Specialty applications in nutrition and personal care

*SCC: handling as intermediate under strictly controlled conditions. *SCC: handling as intermediate under strictly controlled conditions.

Pharma Agro Industrial

20 21 NEW PRODUCTS

Heterocycles Ketene Acetals Chlorinated Intermediates Other Fine2 Chemicals 2(W 2 2 2+ 20H 2 2 &O 2 &O 2 2+ 20H 2(W 2 2 2 $F2 &O 3,5-Dimethylisoxazole &On=2: 2-Methylene-1,3-Dioxolane 1,1,1-Trichloroacetone 2-(Chloromethyl)-1,3-Dioxepane&O Methylaminoacetaldehyde Dimethylacetal 2(W &O 2 &O& &&O 20H 2 $F2 2 &O(Dimexazole) &O n=4: 2-Methylene-1,3-Dioxepane (1,1,1-TCA) (CMDO) (MADMA) &O & &&O 20H 2(W 2 &O 2 2   &O (MDO) 2 20H 2 2+ 20H 2(W 22 20H 20H 2(W 2 2 2 2 2 2+ + 20H &O 2 &O 20H &O 1 &O 1 $F2 &O $F2 1 0H2 + &O &O &O 2 20H 1 &O & &&O + 20H 2(W 2 20H 20H 2(W 2 1 0H2 2 2   2 &O& &&O 1 20H 2 + 2 20H &O &O

20H 1+ 2 20H 2 2 20H 20H 2 + 2 2 2 2 1+ 2 2 2 + 1 1 +2 6 1 Industries 2 Industries0H2 1 0H2 2 2 2 2 1 1 20H 6 2+ +6 20H 2+ +6 2+ +2 6 + 2 20H + 2 20H 2+ 2 2 6 2+  +6 2+ +6 2+ 2 1+ 1+ &O+2 1+ Product Information • CAS No. 300-87-8 • n=2: CAS No. 4362-23-62+ 2 2 Product Information • CAS No. 918-00-3 • CAS No. 54237-96-6 • CAS No. 122-07-6  2 1+ 1+ &O+2 1+ • n=4: CAS No. 69814-56-8 1+ 2 2 1+ 2 2 2 2 Production/ • Pilot-plant development2 • Campaign production2 2 2 • Pilot-plant development 2 2(W 2 2 2 2 2 2 2 2 2 202H 2 +2 6 +2 6 2(W 6 2+Development Status Production/ 2 2 • Pilot-plant2 development 2 •2 n=2: Laboratory2 development 20H +6 2+ +6 2+ 6 2+ • Backward+6 &O integration2+ +6 to&O VAM 2+ &O &O &O &O 2 2+ 2 2+ 2 + 2 20H 2(W Development Status &O  and chlorine &O& &&O &O &O &O • n=4: Laboratory&O development&O 2 1+ 1+ &O+2 2 1+ 1+ 1+ &O+2 1+ 2(W &O& &&O + 20H &O Application • CA*: 380 hits (36 patents) • API synthesis • CA*: 325 hits (222 patents) Application • CA*: 391 hits (111 patents)&O • n=2: CA*: 55 hits (16 patents) 2 2 2(W 2(W 2 2 2 2 2 2 22 2 20H 2 2 2 2 2 2 20H • n=4: CA*: 71 hits (26 patents) • Pesticide synthesis2 2 &O &O 2 2 2 &O &O 2 2 2 2 &O &O &O &O &O &O &O &O &O &O &O &O • Building block for flavors2(W 6L &O 1 6L • Biodegradable polymers + 2(W 20H + 20H 6L 2(W&O 6L &O + &O& &&O &O2(W& &&O 10H 6L &O 6L &O 1 6L &O 2(W 10H 6L &O + &O &O 2(W  &O &O &O &O &O &O &O *CA: chemical abstracts. 2 2 2 2 2 2 2 2 2 &O &O 2 2 2 2 2&O &O + &O (W 1 &O 20H 20H &O &O &+ 7I2 &O (W & + & + &+ &O + 6L &O 6L 1 6L 6L 6L&O 6L   1  6L (W &O 20H 20H 2(W 6L &O 6L 6L &O 6L 6L 6L &O 6L 1 &O & + 10H 2(W 10H + 6L 6L &O 6L + &O 7I2 &O (W   & + 2(W 2(W  6L 6L 6L &+ &+   6L 6L 6L &O &O &O 6L 6L 6L 6L &O (W &O 20H 20H &O &O &O &O &O &O (W &O 20H 20H &O &O 2 &22+ (W + + 1 &O 20H(W 20H1 &O 20H 20H &O 7I2 &O &+ &O &+ 2 &22+ &O (W &O 7I2&+ &O &+(W &+ & + & + 6L 6L 6L 6L 6L 6L1D 6L &+     6L 6L 6L 6L 6L 2 6L 6L 6L 6L 6L 1 1 6L 6L 6L 6L 6L + 1 &22+ 2 1D &O &O 6L 6L 1 1 1 (W &O 20H(W 20H &O 20H 20H 6L 6L + 1 &22+ + + 6 6L 6L 1 1 2 + + + 6 6 1 2 &22+ 2 &22+ 2 + 6 2 1D 2 1D   6L 6L 1 1 1 1 + 6L 6L 1 &22+ + 1 &22+ 6L 6L 6L 6L 1 1 + + + + 6 6 2 1 1 + 2 + 6 6

Pharma Agro Industrial

22 23 INDEX

Product Abbreviation Page Product Abbreviation Page A Acetonylaceton ACAN 11,17 I Isopropenyl acetate IPA 10, 17 Acetylacetone AcAc 4, 9, 11, 17 L L-Cysteine, free base FERMOPURE® 3, 4, 8, 10, 16 ® B 2-(1,3-Benzothiazol-2-ylsulfanyl)-succinic acid BTTBS 11, 21 L-Cysteine HCl H2O Pharma FERMOPURE 3, 4, 8, 10, 16 C Calcium Acetylacetonate Ca-AcAc 9, 11, 17 L-Cystine Pharma FERMOPURE® 3, 4, 8, 10, 16 Chloroacetaldehyde 45% solution CLACH 6, 10, 14 M Methyl acetate 97% MetAc 97 4, 9, 10, 17 Chloroacetaldehyde diethylacetal CADEA 6, 10, 15 Methyl acetate 99.5% MetAc 99 4, 9, 10, 17 Chloroacetaldehyde dimethylacetal CADMA 6, 10, 14 Methylaminoacetaldehyde dimethylacetal MADMA 11, 23 3-Chloro-2-butanone 3-Cl-MEK 10, 15 2-Methylene-1,3-dioxepane MDO 11, 22 Chloro(chloromethyl)dimethylsilane Silane CMM2 6, 11, 20 2-Methylene-1,3-dioxolane 11, 22 2-(Chloromethyl)-1,3-dioxepane CMDO 10, 23 Methyl-β-cyclodextrin CAVASOL® W7 M 3, 4, 8, 10, 12 (Chloromethyl)trimethylsilane Silane CMM3 6, 11, 20 Methyl-β-cyclodextrin CAVASOL® W7 M Life Science 3, 4, 8, 10, 12 α-Cyclodextrin CAVAMAX® W6 3, 4, 8, 10, 12 Methyl-β-cyclodextrin, techn. solution CAVASOL® W7 M TL 3, 4, 8, 10, 12 α-Cyclodextrin CAVAMAX® W6 Pharma 3, 4, 8, 10, 12 Monochloroacetone MCA 6, 10, 13 β-Cyclodextrin CAVAMAX® W7 3, 4, 8, 10, 12 N N,N-Dimethyl-2-chloroacetoacetamide DMCAA 10, 15 β-Cyclodextrin CAVAMAX® W7 Pharma 3, 4, 8, 10, 12 O Octadecyldimethylchlorosilane, 70% in toluene Silane ODM2 in toluene 11, 19 γ-Cyclodextrin CAVAMAX® W8 3, 4, 8, 10, 12 Octadecylmethyldichlorosilane Silane ODM 11, 19 γ-Cyclodextrin CAVAMAX® W8 Pharma 3, 4, 8, 10, 12 Octadecylmethyldimethoxysilane Silane ODM-DMO 11, 19 D Dichloro(chloromethyl)methylsilane Silane CMM1 6, 11, 20 Octylmethyldimethoxysilane Silane OM-DMO 11, 19 1,1-Dichloroacetone 1,1-DCA 10, 14 T 1,1,1-Trichloroacetone 1,1,1-TCA 10, 23

Dimethyldichlorosilane Silane M2, Me2SiCl2 11, 18 1,1,3-Trichloroacetone 1,1,3-TCA 6, 10, 13 2,5-Dimethylpyrrole 2,5-DMP 11, 20 Triethylchlorosilane Silane E3, TESCl 11, 18

3,5-Dimethylisoxazole Dimexazole 11, 22 Trimethylchlorosilane Silane M3, TMSCl, Me3SiCl 11, 18 3,5-Dimethylpyrazole 3,5-DMP 11, 21 V Vinyl Laurate VERSA® 12 3, 11, 21 E Ethyl-2-chloroacetoacetate 2-Cl-ACE 10, 15 H Hexachloroacetone HCA 6, 10, 14 Hexachloroacetone high purity HCA h.p. 10, 14 1,1,1,3,3,3-Hexamethyldisilazane Silazane HMN, HMDS 11, 18 Hydroxypropyl-a-cyclodextrin CAVASOL® W6 HP TL 3, 4, 8, 10, 13 Hydroxypropyl-β-cyclodextrin CAVASOL® W7 HP 3, 4, 8, 10, 13 Hydroxypropyl-β-cyclodextrin CAVASOL® W7 HP TL 3, 4, 8, 10, 13 Hydroxypropyl-β-cyclodextrin CAVASOL® W7 HP Pharma 3, 4, 8, 10, 13 Hydroxypropyl-γ-cyclodextrin CAVASOL® W8 HP Pharma 3, 4, 8, 10, 13

24 25 EXPERTISE AND SERVICE NETWORK ON FIVE CONTINENTS

Sales offices, production sites and technical competence WACKER is one of the world’s leading future generations enjoy a better quality With a workforce of some 14,700, we see WACKER e-solutions are online services centers around the world and most research-intensive chemical of life, based on energy efficiency and ourselves as a reliable innovation partner provided via our customer portal and as companies, with total sales of €4.93bn. protection of the climate and environment. that develops trailblazing solutions for, and integrated process solutions. Our cus- Products range from silicones, binders Spanning the globe with 4 business in collaboration with, our customers. We tomers and business partners thus and polymer additives for diverse indus- divisions, we offer our customers highly- also help them boost their own success. benefit from comprehensive information trial sectors to bioengineered pharma- specialized products and comprehensive Our technical competence centers employ and reliable service to enable projects ceutical actives and hyperpure silicon service via 24 production sites, 23 tech- local specialists, who assist customers and orders to be handled fast, reliably for semiconductor and solar applications. nical competence centers, 14 WACKER worldwide in the development of products and highly efficiently. As a technology leader focusing on sus- ACADEMY training centers and 51 sales tailored to regional demands, supporting Visit us anywhere, anytime around the tainability, WACKER promotes products offices in Europe, North and South America, them during every stage of their complex world at: www.wacker.com and ideas that offer a high value-added and Asia – including a presence in China. production processes, if required. potential to ensure that current and

All figures are based on fiscal 2019.

O-20-03090_E_group page_double_A4_Europe_2019_bereinigt-260320_SD_wpgh_150420_e_k270420_RZ.indd Alle Seiten 27.04.20 11:42 Wacker Chemie AG Hanns-Seidel-Platz 4 81737 Munich, Germany Phone: +49 89 6279-0 [email protected] www.wacker.com www.wacker.com/socialmedia

7119e/10.17 7119e/06.20 replaces

The data presented in this medium are in accordance with the present state of our knowledge but do not absolve the user from carefully checking all supplies immediately on receipt. We reserve the right to alter product constants within the scope of technical progress or new developments. The recommendations made in this medium should be checked by preliminary trials because of conditions during processing over which we have no control, especially where other companies’ raw materials are also being used. The information provided by us does not absolve the user from the obligation of investigating the possibility of infringement of third parties’ rights and, if necessary, clarifying the position. Recommendations for use do not constitute a warranty, either express or implied, of the fitness or suitability of the product for a particular purpose.