Boronic Acids Boronic Acids www.alfa.com INCLUDING: • Boronic Esters • Oxazaborolidine Reagents • Coupling and Hydroboration Catalysts • Phosphine Ligands • Borylation Reagents www.alfa.com Where Science Meets Service Quality Boronic Acids from Alfa Aesar Alfa Aesar is known worldwide for a variety of chemical compounds used in research and development. Recognized for purity and quality, our products and brands are backed by technical and sales teams dedicated to providing you the best service possible. In this catalog, you will find details on our line of boronic acids, esters and related compounds, which are manufactured to the same exacting standards as our full offering of over 33,000 products. Also included in this catalog is a 28-page introduction to boronic acids, their properties and applications. This catalog contains only a selection of our wide range of chemicals and materials. Also included is a selection of novel coupling catalysts and ligands. Many more products, including high purity metals, analytical products, and labware are available in our main catalog or online at www.alfa.com. Table of Contents About Us _____________________________________________________________________________ II How to Order/General Information ____________________________________________________ III Introduction __________________________________________________________________________ 1 Alkenylboronic acids and esters _____________________________________________________ 29 Alkylboronic acids and esters ________________________________________________________ 33 Alkyltrifluoroborate salts______________________________________________________________ 38 Alkenyltrifluoroborate salts ___________________________________________________________ 39 Arylboronic acids ___________________________________________________________________ 39 Arylboronic esters __________________________________________________________________ 107 Aryltrifluoroborate salts _____________________________________________________________ 128 Heterocyclic boronic acids _________________________________________________________ 134 Heterocyclic boronic esters _________________________________________________________ 144 Heterocyclic trifluoroborate salts ____________________________________________________ 158 Oxazaborolidine reagents __________________________________________________________ 159 Boronation reagents ________________________________________________________________ 161 Coupling catalysts _________________________________________________________________ 164 Phosphine ligands __________________________________________________________________ 174 Non-phosphine ligands _____________________________________________________________ 179 I About Us GLOBAL INVENTORY The majority of our boronic acids and related products are available in research and development quantities from stock. We also supply most products from stock in semi-bulk or bulk quantities. Many are in regular production and are available in bulk for next day shipment. Our experience in manufacturing, sourcing and handling a wide range of metals enables us to respond quickly and efficiently to your needs. CUSTOM SYNTHESIS We offer flexible custom manufacturing serviceswith the assurance of quality and confidentiality. We can deliver the chemical you need in sizes for research, pilot-scale and full- scale production applications. CUSTOMER SERVICE Our dedicated scientific and commercial teams offer full service from production to delivery. Most products are stocked in catalog pack sizes and the majority are available from stock in semi-bulk and bulk quantities as well. All specialty and bulk products are shipped with a batch specific certificate of analysis and material safety data sheet. Because we understand that specific packaging is often important, we offer custom packaging and labeling to meet your requirements. QUALITY CONTROL We employ advanced quality control for both in-process and final product testing phases. The high standard of our modern quality control and assurance facilities is matched by the expertise of our experienced staff. II How to Order/ General Information ORDERING of your receiving the materials. Restocking fees There is no minimum order. All orders are may be charged on authorized returns. accepted, regardless of size. TERMS OF SALE PRICING Full details of Terms and Conditions are listed Most current pricing may be found at our at the back of this catalog and on our website website: www.alfa.com. In cases where the (www.alfa.com). For health and safety reasons, selling price has changed significantly, we will we shall not supply chemicals to private contact you prior to filling your web, email or individuals or deliver to residential addresses. faxed order. Our payment terms are net 30 days Orders will be accepted from legitimate business of invoice. customers only. SHIPPING NEW CUSTOMERS Whenever possible, we will ship products by the We welcome new customers and setting up an method specified on your order. account with Alfa Aesar is easy. Just call contact us and a customer service representative TECHNICAL SERVICE will assist you. At your request, we will furnish technical assistance and information with respect to our CONTACT US products. Our Technical Service Representatives WEBSITE are trained in specific product lines to answer www.alfa.com your questions regarding applications, Our webCatalysts catalog features up-to-date prices, specifications, product properties and handling. availability, MSDS, Certificates of Analysis and a user-friendly e-commerce system. MATERIAL SAFETY DATA SHEETS Each product ordered is automatically accompanied by a Material Safety Data Sheet (MSDS). If one is not immediately available, a copy will be sent via mail as soon as possible. If an MSDS is needed prior to shipment of a product please call us or visit our MSDS website at www.alfa.com/en/go160w.pgm#msds. CERTIFICATES OF ANALYSIS Lot specific Certificates of analysis are available online at www.alfa.com. Please contact us by Pilot Plant/Custom phone, fax or email to request Certificates of Analysis as needed. RETURN SHIPMENTS Some materials are not returnable. Returned shipments cannot be accepted unless prior arrangements have been made. Requests for return authorization must be made within 30 days III Abbreviations and Codes The following abbreviations are used throughout our listing of products. AAS Atomic absorption spectrometry N Normality of solution AES Atomic emission spectrometry Ë Refractive index for the sodium D line at ACS Chemicals meeting the specifications outlined 20 °C (or temperature indicated) by the American Chemical Society nm Nanometer APS Average particle size New product anhy Anhydrous NMR Nuclear magnetic resonance Å Angstrom OD Outer diameter ÷ Approximately optical gr. Suitable for optical applications approx. Approximately pc(s) Piece(s) Atm Atmospheres pH Value taken to represent the acidity or b.p. Boiling point in °C at 760mm pressure, unless alkalinity of an aqueous solution otherwise specified POR Price on request (c) Contained weight of active material ppb Parts per billion °C Celsius ppm Parts per million cc Cubic centimeter prec. Precipitated cm Centimeter Primary Analytical reagent of exceptional purity, cont. Contained Standard for standardizing volumetric solutions and cP Centipoise preparing reference standards cS Centistoke PTFE Poly(tetrafluoroethylene) d. Density Purified A grade of higher quality than technical, dec. Decomposes often used where there are no official dia. Diameter standards ea. Each P.T. Passes test eV Electron volt P.V. Pore volume °F Fahrenheit Reagent Reagent grade f.p. Flash point REM Rare earth metal FSSS Fisher sub-sieve sizer (REO) Rare earth oxide base - content of specific F.W. Formula weight rare earth element in comparison to total g Gram rare earths present g/l Grams per liter (gas density) S.A. Surface area GLC Suitable for use in gas liquid Sp.Gr. Specific gravity chromotography Sp.Rot. Specific rotation GC Gas chromotography subl. Sublimes HPLC High-performance liquid chromotography Tc Critical temperature ICP Inductively Coupled Plasma TLC Thin-layer chromotography ID Inner diameter TSCA Toxic Substance Control Act in Inch UN Hazardous material transportation incl Includes identification number IR Infrared œ Wavelength in nanometers J/mol.K Joule(s) per mole Kelvin wt Weight kg Kilogram w/w Weight/weight L or l Liter w/v Weight/volume lb Pound XRD X-ray diffraction m Meter È Air sensitive M Molarity of solution É Moisture sensitive mg Milligram Ê Hygroscopic æ Micro ß Light sensitive æg Microgram > Greater than meq Milliequivalent ² Greater than or equal to Merck The Merck Index < Less than æm Micrometer (micron) ³ Less than or equal to max Maximum [ ] Numbers in brackets after the chemical micron Micrometer description indicate the Chemical Abstract mm Millimeter Service Registry Number m.p. Melting point - mesh # 90% particles pass through screen having mol Mole a given mesh size mmol Millimole + mesh # 90% particles are retained by a screen M.W. Molecular weight having a given mesh size Mw Weighted averaged molecular weight Ì Denotes substance is listed in Toxic Mn Number averaged molecular weight Substance Control Act (TSCA) inventory Mw/Mn Monodispersity value 1 IA 18 VIIIA 1.00794 1 4.002602 2 Visit Our Website at H1 He2 1s 1s bp: -252.87°C bp: -268.9°C d: 0.089 g/ l www.alfa.com d: 0.179 g/l Hydrogen Helium 2 IIA 13 IIIA 14 IVA 15 VA 16 VIA 17 VIIA 6.941 3 9.012182 4 10.811 5 12.0107 6 14.0067