Microfilms International

Total Page:16

File Type:pdf, Size:1020Kb

Microfilms International IM w sity Microfilms International V lalj* 1.0 Itt _ to . y£ 22 £ b£ 2.0 1.1 UL 11.25 111 1.4 1.6 MICROCOPY RESOLUTION TEST CHART NATIONAL BUREAU OF STANDARDS STANDARD REFERENCE MATERIAL 1010a (ANSI and ISO TEST CHART No. 2) University Microfilms Inc. 300 N. Zeeb Road, Ann Arbor, MI 48106 INFORMATION TO USERS This reproduction was made from a copy of a manuscript sent to us for publication and microfilming. While the most advanced technology has been used to pho­ tograph and reproduce this manuscript, the quality of the reproduction is heavily dependent upon the quality of the material submitted. Pages in any manuscript may have indistinct print. In all cases the best available copy has been filmed. The following explanation of techniques is provided to help clarify notations which may appear on this reproduction. 1. Manuscripts may not always be complete. When it is not possible to obtain missing pages, a note appears to indicate this. 2. When copyrighted materials are removed from the manuscript, a note ap­ pears to indicate this. 3. Oversize materials (maps, drawings, and charts) are photographed by sec­ tioning the original, beginning at the upper left hand comer and continu­ ing from left to right in equal sections with small overlaps. Each oversize page is also filmed as one exposure and is available, for an additional charge, as a standard 35mm slide or in black and white paper format.* 4. Most photographs reproduce acceptably on positive microfilm or micro­ fiche but lack clarify on xerographic copies made from the microfilm. For an additional charge, all photographs are available in black and white standard 35mm slide format.* *For more information about black and white slides or enlarged paper reproductions, please contact the Dissertations Customer Services Department T TA /r.T Dissertation L J1V A 1 Information Service University Microfilms International A Bell & Howell Information C om pany 300 N. Zeeb Road, Ann Arbor, Michigan 48106 8618867 Wiener, Harvey Lewis ETHYLENE- AND DIETHYLENE GLYCOL METABOLISM, TOXICITY AND TREATMENT The Ohio State University Ph.D. 1986 University Microfilms International300 N. Zeeb Road, Ann Arbor, Ml 48106 ETHYLENE- AND DIETHYLENE GLYCOL METABOLISM, TOXICITY AND TREATMENT DISSERTATION Presented in Partial Fulfillment of the Requirements for the Degree Doctor of Philosophy in the Graduate School of The Ohio S ta te U n iv ersity By Harvey Lewis Wiener, B. S. ***** The Ohio State University 1986 Dissertation Committee: Approved by K. E. Richardson A. J. Merola J . S. Rieske H. W. Sprecher Department of Physiological Chemistry To Cathy ACKNOWLEDGMENTS I wish to thank my adviser, Dr. Keith E. Richardson, for his never ending guidance, support, and encouragement throughout my tenure at Ohio State. I also wish to thank the members of my dissertation committee, Drs. A. John Merola, John S. Rieske, and Howard W. Sprecher for their many helpful conversations. Special thanks to Drs. Rhobert W. Evans and Michael M. Milks for their useful suggestions. I thank Dr. C. Ryzewski for generously providing chromatographic equipment and Dr. A. Schumann for his gift of (2-hydroxyethoxy)acetic acid. To the donors to The Ohio State University Development Fund, I offer my sincere thanks for partially supporting this work through the Graduate Student Alumni Research Award. To my classmates Drs. Jenifer A. Lindsey and Royal D. Saunders, and my colleagues from Dr. Richardson's laboratory I extend my sincere appreciation for their never ending friendship. I wish to thank my parents, Mr. and Mrs. Bernard Wiener, and my family for their never ending thoughts, prayers, and encouragement. Finally, I offer my most sincere thanks to Cathy D. Mahle for making it seem all worthwhile. VITA November 30/ 1959 ................................. Born - New York, New York 1 9 8 1 .................................................................... B. S., Fordham University, Bronx, New York 1981 .................................................................... Teaching Assistant, Department of Chemistry, Fordham University, Bronx, New York 1981-1986 ......................................................... Graduate Teaching Associate and Graduate Research Associate, Department of Physiological Chemistry, The Ohio S tate University, Columbus, Ohio 1983-1984 ......................................................... Graduate Teaching Associate, Division of Medical Education, The Ohio State University College of Medicine, Columbus, Ohio HONORS New York State Regents Scholarship, 1977-1981 Dean's List, Fordham University, Bronx, New York, 1980-1981 American Institute of Chemists Student Award, 1981 Graduate Student Alumni Research Award, The Ohio State U n iv e rsity , Columbus, Ohio, 1984 iv SOCIETIES American Association for the Advancement of Science American Chemical Society American Institute of Chemists PRESENTATIONS Competition between guests for sites in the host tetrakis(4-methylpyridineJnickel(II) isothiocyanate, H. L. Wiener and N. O. Smith, at the American Chemical Society New York Section Twenty-Ninth Annual Regional Undergraduate Research Symposium, 1981. PUBLICATIONS Concepts of Basic Biochemistry: Part A, Introduction to Metabolism, Harvey L. Wiener, Copyright by The Ohio State University College of Medicine, Division of Computing Services for Medical Education and Research, Columbus, Ohio, 1984. Concepts of Basic Biochemistry: Part C, Biochemical Equilibria and Energetics, Harvey L. Wiener, Copyright by The Ohio State University College of Medicine, Division of Computing Services for Medical Education and Research, Columbus, Ohio, 1984. FIELDS OF STUDY Major Field: Physiological Chemistry v TABLE OF CONTENTS DEDICATION................................................................................................................. i i ACKNOWLEDGMENTS ...................................................................................................... i i i VITA .................................................................................................................................. iv LIST OF TABLES ................................................................... ix LIST OF FIGURES............................................................................................ xi LIST OF ABBREVIATIONS ............................ xiv INTRODUCTION ........................................................................................................... 1 CHAPTER PAGE I. STUDIES ON ETHYLENE GLYCOL METABOLISM, TOXICITY, AND TREATMENT ................................................... 3 Literature Review ......................................................... 3 Metabolism of Ethylene Glycol, Glycolaldehyde, Glycolate, Glyoxylate and O xalate .......................................................... 6 Toxic M ediator .................................................... 28 Pathobiochemical Sequence of Events in Acute Ethylene Glycol Ingestion . 30 Three Clinical Stages of Ethylene Glycol Toxicity ......................................................... 35 Current Methods Used in Treating Ethylene Glycol Toxicity .................................. 39 Enzyme Therapy .............................................................. 42 Materials and Methods ............................................. 47 DCIP Assay of Glycolic Acid Oxidase . 47 Glyoxylate Phenylhydrazone Assay of Glycolic Acid Oxidase ........................ 48 Protein Determination .............................................. 49 Electrophoresis ......................................................... 51 Visible Spectroscopy ............................................. 51 DEAE-Cellulose Column P rep aratio n . 51 H ydroxylapatite ColumnPrep aratio n . 54 vi Sephadex G-25 M Column P rep aratio n . 55 Purification of Glycolic Acid O x i d a s e ......................................................................... 56 Determination of Glyoxylate ....................... 59 Oxidation of Glycolic Acid to Glyoxylic Acid in vitro in Whole Rat Blood by Pig Liver Glycolic Acid Oxidase . ............................ 60 Oxidation of [ 4C]-Glycolic Acid to [C]-Glyoxylic Acid in vitro in Whole Rat Blood by Pig Liver Glycolic Acid Oxidase ........................................................... 63 Care of Laboratory Animals .................... 64 Determination of Counting Efficiency . 64 Determination of Repiratory [C]-Carbon Dioxide ......... 65 Determination of Urinary Radiolabeled M etabolites .............................................................. 67 In vivo Studies Using Pig Liver Glycolic Acid O xidase .................................. 68 Results and Discussion .............................................. 71 I I . STUDIES ON DIETHYLENE GLYCOL METABOLISM, TOXICITY, AND TREATMENT ........................................................ 100 Literature Review .............................................................. 100 Metabolism of Diethylene Glycol by Man and Experimental Anim als ................. 103 Metabolism of Diethylene Glycol by B a c t e r i a ....................................................................... 105 Metabolism of Structurally Related Compounds; Diethyl Ether ....................................... 107 Metabolism of Structurally Related Compounds; 2-Ethoxyethanol ................................. 108 Metabolism of Structurally Related Compounds; 1,4-Dioxane ........................................ 109 C lin ic a l Signs and Symptoms of Diethylene Glycol Poisoning ............................ 110
Recommended publications
  • A Brief Guide to Authors
    Latvian Journal of Chemistry, No. 1/2, 2011, 139–144. DOI 10.2478/v10161-011-0059-3 CYCLODEHYDRATION OF DIOLS IN ACIDIC IONIC LIQUIDS E. Ausekle, A. Priksane, A. Zicmanis Faculty of Chemistry, University of Latvia, Kr. Valdemara Str. 48, Riga, LV-1013 e-mail: [email protected] In the presence of sulfonic acid group functionalized Bronsted-acidic ionic liquids, cyclodehydration of 1,2-ethanediol and 1,4-butanediol is investigated. The role of structure and catalytic activity of ionic liquids on the formation of cyclic ethers: 1,4-dioxane and tetrahydrofuran – is de- termined. Key words: acidic ionic liquids, ethylene glycol, 1,4-butanediol, cyclodehydration, 1,4-dioxane, tetrahydrofuran. INTRODUCTION During the last decades, ionic liquids are extensively used in organic syn- thesis as solvents and catalysts [1, 2]. Bronsted-acidic ionic liquids (AILs) are used as substitutes of mineral and organic acids in acid-catalyzed reactions like esterification, etherification, pinacol–pinacolone rearrangement, condensation etc. [3–6]. Bronsted-acidic ionic liquids have good proton donor properties comparable with mineral acids. AILs as catalysts are non-corrosive, non-volati- le, immiscible with many organic solvents, and they can be recycled and reused [7]. To determine their productivity in diol cyclodehydration, two diols: 1,2- ethanediol (ethylene glycol) and 1,4-butanediol are used. Cyclodehydration of both diols leads to formation of industrially significant cyclic ethers: 1,4-di- oxane and tetrahydrofuran (THF). 1,4-Dioxane and THF are widely used as organic solvents. Tetrahydrofuran is a useful solvent for organic synthesis, production of natural and synthetic resins, and also is a valuable intermediate in manufacture of a number of chemicals and plastics.
    [Show full text]
  • 1,4-Dioxane Priority Existing Chemical No
    National Industrial Chemicals Notification and Assessment Scheme 1,4-Dioxane Priority Existing Chemical No. 7 __________________________________ Full Public Report June 1998 © Commonwealth of Australia 1998 ISBN 0 642 47104 5 This work is copyright. Apart from any use permitted under the Copyright Act 1968, no part may be reproduced by any process without prior written permission from AusInfo. Requests and inquiries concerning reproduction and rights should be addressed to the Manager, Legislative Services, AusInfo, GPO Box 84, Canberra, ACT 2601. ii Priority Existing Chemical Number 7 Preface This assessment was carried out under the National Industrial Chemicals Notification and Assessment Scheme (NICNAS). This Scheme was established by the Industrial Chemicals (Notification and Assessment) Act 1989 (the Act), which came into operation on 17 July 1990. The principal aim of NICNAS is to aid in the protection of people at work, the public and the environment from the harmful effects of industrial chemicals, by assessing the risks associated with these chemicals. NICNAS is administered by the National Occupational Health and Safety Commission (NOHSC) and assessments are carried out in conjunction with Environment Australia (EA) and the Therapeutic Goods Administration (TGA), who carry out the environmental and public health assessments, respectively. NICNAS has two major programs: one focusing on the risks associated with new chemicals prior to importation or manufacture; and the other focussing on existing chemicals already in use in Australia. As there are many thousands of existing industrial chemicals in use in Australia, NICNAS has an established mechanism for prioritising and declaring chemicals as Priority Existing Chemicals (PECs). This Full Public PEC report has been prepared by the Director (Chemicals Notification and Assessment) in accordance with the Act.
    [Show full text]
  • Diethylene Glycol
    WORKPLACE ENVIRONMENTAL EXPOSURE LEVEL (2016) Diethylene Glycol I. IDENTIFICATION(1,5) manufacturing; lacquer industry; for industrial drying of gases; monomer for polyester resins and polyester polyols. Chemical Name: 2,2'-Oxybisethanol Synonyms: DEG; Diethylene Glycol; Ethylene Diglycol; 2,2' IV. ANIMAL TOXICOLOGY DATA Oxydiethanol; 2-(2-Hydroxyethoxy) Ethanol; 2,2'- Dihydroxydiethyl Ether A. Acute Toxicity and Irritancy CAS Number: 111-46-6 1. Lethality Data Molecular Formula: C4H10O3 Structural Formula: Species Route LD50 (g/kg) Mouse Oral 13.30-28.23(6-8) Rat Oral 16.56-30.21(6-11) Guinea Pigs Oral 8.68-14.00(6,8,9) Dog Oral 11.19(6) Rabbit Oral 2.69-4.92(6,8) (1-5) II. CHEMICAL AND PHYSICAL PROPERTIES Rabbit Dermal 12.5-13.3(11,17) Physical State and Appearance: Colorless viscous liquid Odor Description: No data available Oral (gavage) administration of 15 ml/kg DEG (16.76 g/kg) to (12,13) Odor Threshold: No data available 30 male Wistar rats was lethal to 20 animals within 5 days. Molecular Weight: 106.12 2. Eye Irritation Conversion Factors: 1 mg/m3 = approx. 0.227 ppm; 3 Undiluted DEG (volume not specified) instilled into the 1 ppm = approx. 4.403 mg/m conjunctival sac of rabbits, dogs, and cats produced no visible Density: 1.119 g/mL at 20°C (68°F) irritation reactions and had no effect on pupillary reaction or Boiling Point: 245°C (473°F) at 760 mmHg corneal reflexes.(7) Instillation of 0.5 ml DEG into the conjunc- Melting Point: -6.5°C (-20.3°F) tival sac of the rabbit produced little or no irritation.(18) Vapor Pressure: 0.01 mmHg at 20°C (68°F), 1 mmHg at 92°C Instillation of 0.1 ml DEG into the eyes of rabbits produced Saturated Vapor Conc: 13 ppm at 20°C (68°F) minor to moderate conjunctival irritation but no corneal injury Flash Point: 138°C (280°F) (Pensky-Martens closed cup) or iritis.
    [Show full text]
  • Alcohols & Glycols Kleinschmidt
    8/13/14 Alcohols," Glycols, &" “Cat”cols Kurt Kleinschmidt, MD Section Chief and Program Director, Medical Toxicology UT Southwestern Medical Center Dallas, Texas Alcohols and Glycols • “Iso” means branching of carbon chain • “Glycol” means 2 hydroxyl groups • Ethylene glycol Antifreeze • Propylene glycol Refrigerant • Polyalkylene glycol Refrigerant oil • Physiochemical behavior • If small hydrocarbon group, acts like water • If large hydrocarbon group, acts like the HC-group Alcohols and Glycols: Glycol Ethers • Clear, Syrupy liquid; Inoffensive odors; Low Vapor pressure; Non-flammable • Water & Organic soluble … Very Nice!...”Couplers”! • Do not bioaccumulate b/c undergo rapid hydrolysis • Rapid Dermal, inhalation, and oral absorption • Molecular Weight êèé Dermal absorption • Uses: Solvents Household cleaning products (windows) Humectant and plasticizer Semiconductor industry Brake fluid Diluent Deicers Paints and Coatings 1 8/13/14 Alcohols and Glycols: Glycol Ethers • Two groups: EG Monoalkyl Ethers base: • Ethylene glycol ethers R1OCH2CH2OR2 • Propylene glycol ethers R1=Alkyl gp; R2=H or Acetate • Ethylene Glycol Ethers • Many exist Ethylene Glycol • 2 examples……………. Methyl Ether (EGME) Ethers: R1-O-R2 Ethylene Glycol • Propylene Glycol Ethers Butyl Ether (EGBE) • Many • Example Is a 2o alcohol Propylene Glycol (On the 2nd Carbon) Monomethyl Ether Alcohols and Glycols: " Glycol Ethers Metabolism • ADH is key one: è Alkoxyacetic acids • Toxic Metabolite è Reproductive Problems Ethylene • Gap Acidosis Glycol • Minor route & Debatableè ethylene glycol Ether • Oxaluria seen after some methoxyethanol & butoxyethanol ingestions • But… Ether linkage is fairly stable Is No direct evidence to support Propylene • Its 2o –OH è ADH does NOT metabolize Glycol • CYP Metabolism è CO2 (Non-Toxic) Ethers • Replacing the ethylene glycol ethers Alcohols and Glycols " Clinical Glycol Ethers • Reproductive Not/Less • Animal studies è Reproduction Injury (Spont.
    [Show full text]
  • Reassessment of 3 Tolerance Exemptions for Ethylene Glycol
    UNITED STATES ENVIRONMENTAL PROTECTION AGENCY - +,TE* sr4, WASHINGTON, D.C. 20460 Q c, OFFICE OF PREVENTION, PESTICIDES, AND TOXIC SUBSTANCES DATE: June 29,2006 ACTION MEMORANDUM SUBJECT: Reassessment of 3 Tolerance Exemptions for Ethylene Glycol, Diethylene Glycol, and the Combination of Diethylene Glycol Monomethyl Ether, Diethylene Glycol Monoethyl Ether, and Diethylene Glycol Monobutyl Ether FROM: Pauline Wagner, Chief F b.~!!<Lo 'v \ 3~~10 b Inert Ingredient Assessment Branch Registration Division (7505P) TO: Lois A. Rossi, Director Registration Division (7505P) 1. FQPA REASSESSMENT ACTION Action: Reassessment of three inert exemptions from the requirement of a tolerance. The reassessment decision is to maintain the inert tolerance exemptions "as-is." Table 1. Tolerance Exemptions Being Reassessed in this Document CM~fl,~aa,it Appeara in the CFR CAS iT01muw Registry Number @.I@,- Bxemption $in$@ Uses Name %SOa ,. Exprmsion. Antifreeze, deactivator for all pesticides 107-21-1 920 Ethylene glycol - - - used before crop emerges from soil and in 1,2-Ethanediol herbicides before or after crop emerges Deactivator, adjuvant for formulations used before crop emerges from soil and 11 1-46-6 920 Diethylene glycol --- deactivator for formulations used before Ethanol, 2,2'-oxybis- (9CI) crop emerges from soil, stabilizer Diethylene glycol 1 11-77-3 monomethyl ether Ethanol, 2-(2-methoxyethoxy)- 920 Diethylene glycol monoethyl - - - Deactivator for formulations used before 1 1 1-90-0 ether crop emerges from soil, stabilizer Ethanol, 2-(2-ethoxyethoxy)- Diethylene glycol monobutyl 112-34-5 ether Ethanol, 2-(2-butoxyethoxy)- a. Residues listed in 40 CFR 180.920 are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops only.
    [Show full text]
  • Locating and Estimating Sources of Ethylene Oxide
    United States Office of Air Quality EPA-450/4-84-007L Environmental Protection Planning And Standards Agency Research Triangle Park, NC 27711 September 1986 AIR EPA LOCATING AND ESTIMATING AIR EMISSIONS FROM SOURCES OF ETHYLENE OXIDE L &E EPA- 450/4-84-007L September 1986 LOCATING AND ESTIMATING AIR EMISSIONS FROM SOURCES OF ETHYLENE OXIDE U.S. Environmental Protection Agency Office of Air and Radiation Office of Air Quality Planning and Standards Research Triangle Park, North Carolina 27711 This report has been reviewed by the Office of Air Quality Planning and Standards, U.S. Environmental Protection Agency, and approved for publication as received from the contractor. Approval does not signify that the contents necessarily reflect the views and policies of the Agency, neither does mention of trade names or commercial products constitute endorsement or recommendation for use. EPA - 450/4-84-007L TABLE OF CONTENTS Section Page 1 Purpose of Document .......................................... 1 2 Overview of Document Contents ................................ 3 3 Background ................................................... 5 Nature of Pollutant .................................... 5 Overview of Production and Use ......................... 7 References for Section 3 .............................. 14 4 Emissions from Ethylene Oxide Production .................... 16 Ethylene Oxide Production ................................... 16 References for Section 4 .................................... 33 5 Emissions from Industries Which Use Ethylene
    [Show full text]
  • Detection of Diethylene Glycol in Glycerin and Propylene Glycol by Using High Performance Thin Layer Chromatography HPTLC M.Ph
    IOSR Journal of Pharmacy Vol. 1, Issue 1, Nov.-Dec, 2012, pp. 029-034 Detection of Diethylene Glycol in Glycerin and Propylene Glycol by using high performance thin layer chromatography HPTLC M.Ph. Huda Ghanem, Prof. Mhd Ammar Alkhayat, Prof. Mhd Amer Almardini Department of pharmaceutical chemistry and quality control, College of Pharmacy, Damascus University, Syria Abstract: We were developed analytical method rapid, sensitive and easy to use to detect Diethylene glycol (DEG) in some of excipients: Glycerin, and propylene glycol by using high-performance thin-layer chromatography HPTLC with plate fluorinated: HPTLC Plate silica gel 60 F 254, and with mobile phase: acetone: toluene: 5 M ammonium hydroxide at rates 85: 5:10, respectively. And Use a scanner with wavelength: 325 nm. This method allows the detection and assay of toxic Diethylene glycol in excipients: glycerin and propylene glycol in concentrations of not less than 0.1%. This method was verified the validity of it to conduct all the constitutional requirements. Keywords: Diethylene Glycol (DEG), Propylene Glycol (PG), Glycerin, Ethylene Glycol (EG, High Performance Thin Layer Chromatography (HPTLC). Introduction: (DEG( Diethylene Glycol : DEG: ( HO-CH2-CH2-O-CH2-CH2-OH( Diethylene glycol is Organic solvent has many industrial uses (1,2). DEG is classified as toxic material, it causes when dealing with multiple systemic disorders until the occurrence of acute kidney failure and death (3,4,5). Diethylene glycol has physical and chemical properties close to the properties of glycerin and propylene glycol, which is cheaper than both glycerin and propylene glycol, thus forcing some producers and sellers to cheat them with DEG (6,7,2).
    [Show full text]
  • Diethylene Glycol
    Scientific Committee on Consumer Products SCCP OPINION ON Diethylene glycol The SCCP adopted this opinion at its 16th plenary of 24 June 2008 SCCP/1181/08 Opinion on diethylene glycol About the Scientific Committees Three independent non-food Scientific Committees provide the Commission with the scientific advice it needs when preparing policy and proposals relating to consumer safety, public health and the environment. The Committees also draw the Commission's attention to the new or emerging problems which may pose an actual or potential threat. They are: the Scientific Committee on Consumer Products (SCCP), the Scientific Committee on Health and Environmental Risks (SCHER) and the Scientific Committee on Emerging and Newly Identified Health Risks (SCENIHR) and are made up of external experts. In addition, the Commission relies upon the work of the European Food Safety Authority (EFSA), the European Medicines Evaluation Agency (EMEA), the European Centre for Disease prevention and Control (ECDC) and the European Chemicals Agency (ECHA). SCCP Questions concerning the safety of consumer products (non-food products intended for the consumer). In particular, the Committee addresses questions related to the safety and allergenic properties of cosmetic products and ingredients with respect to their impact on consumer health, toys, textiles, clothing, personal care products, domestic products such as detergents and consumer services such as tattooing. Scientific Committee members Claire Chambers, Gisela Degen, Ruta Dubakiene, Bozena Jazwiec-Kanyion,
    [Show full text]
  • Ethylene Glycol
    ETHYLENE GLYCOL Introduction [1]: Glycols are dihydric alcohols having an aliphatic carbon chain. They have the general chemical formula CnH2n(OH)2. Ethylene glycol is the simplest and the most important of the glycols. It is a colorless, nearly odorless, sweet-tasting, hygroscopic liquid. The chemical formula of ethylene glycol is: C2H6O2. Ethylene glycol was first produced in 1859 by Wurtz. He saponified ethylene glycol diacetate with potassium hydroxide. Three years later he made ethylene glycol by hydration of ethylene oxide. This glycol encounted a commercial importance in 1925 when it was first manufactured in large scale quantities from ethylene oxide through the intermediate ethylene chlorohydrin. Some of the physical properties of the ethylene glycol are shown in Table 1.1. Ethylene glycol Molecular weight, g/gmol 62.07 Freezing point, 0C -13 Boiling point, 0C 197.2 Solubility at 200C., wt.% In water Complete Water in Complete Table 1.1 Physical properties of Ethylene glycol Ethylene glycol is relatively nonvolatile and viscous. It is also soluble in common alcohols and phenol. Manufacture [1]: I. Most of the ethylene glycol produced today is obtained by hydration of ethylene oxide. The reaction is: CH2-O-CH2 + H2O Þ CH2-OH-CH2-OH Ethylene oxide is readily converted to ethylene glycol by either of the following methods: - by the action of a dilute aqueous solution of a strong acid - by reaction with water at elevated temperature and pressure The ethylene glycol which results from these methods is concentrated by evaporations and further purified by vacuum distillations. II. A second commercial method of producing ethylene glycol is based on the reaction of formaldehyde and a mixture of carbon monoxide and water at high pressure and temperature to produce glycolic acid.
    [Show full text]
  • Rapid and Robust Detection Methods for Poison and Microbial Contamination
    Rapid and Robust Detection Methods for Poison and Microbial Contamination The MIT Faculty has made this article openly available. Please share how this access benefits you. Your story matters. Citation Hoehl, Melanie M. et al. “Rapid and Robust Detection Methods for Poison and Microbial Contamination.” Journal of Agricultural and Food Chemistry 60.25 (2012): 6349–6358. As Published http://dx.doi.org/10.1021/jf300817h Publisher American Chemical Society (ACS) Version Author's final manuscript Citable link http://hdl.handle.net/1721.1/80863 Terms of Use Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. 1 Rapid and robust detection methods for poison and 2 microbial contamination 3 Melanie M. Hoehl,1,2,* Peter J. Lu,3 Peter Sims,4 and Alexander H. Slocum1 4 1 Department of Mechanical Engineering, MIT, Cambridge, MA 02139, USA 5 2 Harvard-MIT Division of Health Sciences and Technology, Cambridge MA 02139 USA 6 3 Department of Physics and SEAS, Harvard University, Cambridge, MA 02138 USA 7 4 Columbia Initiative in Systems Biology, Department of Biochemistry and Molecular 8 Biophysics, Columbia University Medical Center, New York, NY 10032, USA 9 * to whom correspondence should be addressed: [email protected] 10 1 11 ABSTRACT. Real-time on-site monitoring of analytes is currently in high demand for food 12 contamination, water, medicines and ingestible household products that were never tested 13 appropriately. Here we introduce chemical methods for rapid quantification of a wide range of 14 chemical and microbial contaminations using a simple instrument.
    [Show full text]
  • Preliminary Information on Manufacturing, Processing, Distribution, Use, and Disposal: 1,4-Dioxane
    February 2017 Office of Chemical Safety and Pollution Prevention U.S. EPA Preliminary Information on Manufacturing, Processing, Distribution, Use, and Disposal: 1,4-Dioxane CASRN: 123-91-1 February 2017 Support document for Docket EPA-HQ-OPPT-2016-0723 Page 1 of 24 This document provides a preliminary public summary of available information collected by EPA’s Office of Pollution Prevention and Toxics (OPPT) in the Office of Chemical Safety and Pollution Prevention (OCSPP) on the manufacturing (including importing), processing, distribution in commerce, use, and disposal of this chemical. This is based on existing data available to EPA, including information collected under the Chemical Data Reporting rule, Toxics Release Inventory (if available), information from other Agency databases, other U.S. Government agencies, publicly available information from states, and a review of published literature. In addition, the document includes information reported to EPA by producers and users of the chemical in the United States and in other countries. This preliminary use information and any additional use information received in the docket by March 15, 2017 will inform efforts to develop the scope of the chemical risk evaluation required under section 6(b)(4) of the Toxic Substances Control Act, and will inform any risk management efforts following risk evaluation. Mention of trade names in this document does not constitute endorsement by EPA. To verify products or articles containing this chemical currently in commerce, EPA has identified several examples. Any lists are provided for informational purposes only. EPA and its employees do not endorse any of the products or companies. This document does not contain confidential business information (CBI).
    [Show full text]
  • US2688645.Pdf
    Sept. 7, 1954 D. E. BADERTSCHER TAL 2,688,645 SOLVENT EXTRACTION Filed Sept. 10, 1952 4. Sheets-Sheet 4 AewZawe Aawza NE AvAyzewa (246OWA7a AA/AWe COWA/WWG 5% W47aa Aawza NE Af//YZEAE GAgaowana Aayawa cow/A/w/WG 622 GZYaoz. Aaw/W ANÉea AZAAAA WA4WC/6 BY GAOQ6A. C. JoAVsow & & ), e.g- Patented Sept. 7, 1954 2,688,645 UNITED STATES PATENT OFFICE 2,688,645 SOLVENT EXTRACTION Darwin E. Badertscher, Pitman, and Alfred W. Francis, and George C. Johnson, Woodbury, N. J., assignors to Socony-Wacuum Oil Com pany, incorporated, a corporation of New York Application September 10, 1952, Serial No. 308,828 19 Claims. (CI. 260-674) 1. 2 This invention is concerned With extraction and non-aromatic hydrocarbons, with a cyclic with certain selective solvents of . Various mix Organic carbonate. Such as ethylene carbonate, tures, and particularly of hydrocarbon mixtures, C2H4CO3, which is a cyclic ester represented by to separate the mixtures into fractions having the formula: different properties. EC-O Numerous processes have been developed for N Cs-O the separation of hydrocarbons and hydrocarbon / derivatives of different molecular configuration BC-O by taking advantage of their behaviour With As a class, the cyclic organic carbonates con selective agents. For example, aromaticS Such O templated herein are represented by the general as benzene, toluene and xylenes have been Sep formulae: arated from hydrocarbon mixtures in which they occur, by adsorption on gels such as Silica-alu 'R mina composites and the like, by azeotropic dis R-6-0 tillation, and by solvent extraction.
    [Show full text]