Alkyl Sulfates, Alkane Sulfonates and Alpha-Olefin Sulfonates
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United States Patent Office
Patented Mar. 30, 1948 2,438,754 UNITED STATES PATENT OFFICE 2,438,754 COPPER, CONTAINING DSAZO, DYESTUFFS Adolf Krebser, Riehen, near Basel, and Werner Bossard, Basel, Switzerland, assignors to the firm J. R. Geigy A. G., Basel, Switzerland No Drawing. Application March 1, 1943, Serial : No. 477,630. In Switzerland April 28, 1942 1. Claims. (C. 260-148) 2 - It has been found that valuable new Copper For the dyestuffs of the type (a): 2-amino containing disazo dyestuffs are obtained by 1-hydroxy-, -methoxy- or -benzyloxybenzene coupling a diazotised amino Sulfonic acid of the 4-Sulfonic acid, 4- or 6-methyl-2-amino-1-hy benzene or naphthalene series, which contains, in droxy- or ethoxybenzene sulfonic acid, 4- or o-position to the amino group, a hydroxy group 5 6-chloro-2-amino-1-hydroxy- or -methoxyben or a Substituent convertible into a hydroxy group Zene Sulfonic acid, 4- or 6-nitro-2-amino-1-hy. by coppering, with a 1:3-dihydroxy-benzene, droxy- or -methoxybenzene sulfonic acid, then causing a diazonium compound which is 1-amino-2-hydroxynaphthalene-4-sulfonic acid, free from sulfonic acid groups to react with the 6-nitro-2-amino-1-hydroxynaphthalene - 4 -sul said monoazo dyestuff and after-treating the 0. fonic acid. so-obtained disazo dyestuff with copper-yielding For the dyestuffs of the type (b) and (c) : agents, with the condition that at least one of 3-amino-4-hydroxy-, -methoxy- or -chloro-1:1'- the diazo components is substituted by a phenyl diphenylsulfone-5- or -3'-sulfonic acid, 3-amino nucleus bound by a non-basic bridge. -
Cofactor Binding Protects Flavodoxin Against Oxidative Stress
Cofactor Binding Protects Flavodoxin against Oxidative Stress Simon Lindhoud1., Willy A. M. van den Berg1., Robert H. H. van den Heuvel2¤, Albert J. R. Heck2, Carlo P. M. van Mierlo1, Willem J. H. van Berkel1* 1 Laboratory of Biochemistry, Wageningen University, Wageningen, The Netherlands, 2 Biomolecular Mass Spectrometry and Proteomics, Bijvoet Center for Biomolecular Research and Utrecht Institute for Pharmaceutical Sciences, Utrecht University, Utrecht, The Netherlands Abstract In organisms, various protective mechanisms against oxidative damaging of proteins exist. Here, we show that cofactor binding is among these mechanisms, because flavin mononucleotide (FMN) protects Azotobacter vinelandii flavodoxin against hydrogen peroxide-induced oxidation. We identify an oxidation sensitive cysteine residue in a functionally important loop close to the cofactor, i.e., Cys69. Oxidative stress causes dimerization of apoflavodoxin (i.e., flavodoxin without cofactor), and leads to consecutive formation of sulfinate and sulfonate states of Cys69. Use of 7-chloro-4- nitrobenzo-2-oxa-1,3-diazole (NBD-Cl) reveals that Cys69 modification to a sulfenic acid is a transient intermediate during oxidation. Dithiothreitol converts sulfenic acid and disulfide into thiols, whereas the sulfinate and sulfonate forms of Cys69 are irreversible with respect to this reagent. A variable fraction of Cys69 in freshly isolated flavodoxin is in the sulfenic acid state, but neither oxidation to sulfinic and sulfonic acid nor formation of intermolecular disulfides is observed under oxidising conditions. Furthermore, flavodoxin does not react appreciably with NBD-Cl. Besides its primary role as redox- active moiety, binding of flavin leads to considerably improved stability against protein unfolding and to strong protection against irreversible oxidation and other covalent thiol modifications. -
Secondary Alkane Sulfonate (SAS) (CAS 68037-49-0)
Human & Environmental Risk Assessment on ingredients of household cleaning products - Version 1 – April 2005 Secondary Alkane Sulfonate (SAS) (CAS 68037-49-0) All rights reserved. No part of this publication may be used, reproduced, copied, stored or transmitted in any form or by any means, electronic, mechanical, photocopying, recording or otherwise without the prior written permission of the HERA Substance Team or the involved company. The content of this document has been prepared and reviewed by experts on behalf of HERA with all possible care and from the available scientific information. It is provided for information only. Much of the original underlying data which has helped to develop the risk assessment is in the ownership of individual companies. HERA cannot accept any responsibility or liability and does not provide a warranty for any use or interpretation of the material contained in this publication. 1. Executive Summary General Secondary Alkane Sulfonate (SAS) is an anionic surfactant, also called paraffine sulfonate. It was synthesized for the first time in 1940 and has been used as surfactant since the 1960ies. SAS is one of the major anionic surfactants used in the market of dishwashing, laundry and cleaning products. The European consumption of SAS in detergent application covered by HERA was about 66.000 tons/year in 2001. Environment This Environmental Risk Assessment of SAS is based on the methodology of the EU Technical Guidance Document for Risk Assessment of Chemicals (TGD Exposure Scenario) and the HERA Exposure Scenario. SAS is removed readily in sewage treatment plants (STP) mostly by biodegradation (ca. 83%) and by sorption to sewage sludge (ca. -
Reactivity of Benzenesulfonic Acids in the Hydrogen-Isotope Exchange Reaction
RADIOISOTOPES,52,57-64(2003) Original Reactivity of Benzenesulfonic Acids in the Hydrogen-Isotope Exchange Reaction Dongyu ZHAO, Hiroshi IMAIZUMI* and Naoki KANO* Graduate School of Science and Technology, Niigata University *Department of Chemistry and Chemical Engineering , Faculty of Engineering, Niigata University 8050 Ikarashi 2-Nocho, Niigata-shi, Niigata Pref. 950-2181, Japan Received September 2, 2002 In order to reveal the reactivity of a functional group in an aromatic compound having two substituents in the aromatic ring, the hydrogen-isotope exchange reaction (T for-H exchange reaction) between tritiated water vapor (HTO vapor) and 3-amino-4-methoxybenzenesulfonic acid (and 2-aminotoluene-5-sulfonic acid) was dynamically observed at 50•Ž (and 70•Ž) in a gas-solid system. Consequently, the specific activity of the acid increased with time, and it showed that the T for-H exchange reaction occurred. Applying the A•h-McKay plot method to the data observed, the rate constant of each functional group for the reaction was obtained. After the additive property of the Hammett's rule was applied to this work; the new substituent constants were obtained. From the above-mentioned, the following four items have been confirmed. (1) The reactivity of the functional groups can be dynamically analyzed, and the A•h-McKay plot method is useful to analyze the reactivity. (2) The additive property of the Hammett's rule is applicable to quantitative comparison of the reactivity of the functional groups. (3) The reactivity of the functional groups can be simultaneously analyzed by using the A•h-McKay plot method in the T-for-H exchange reaction. -
PDF (ELM-03-Chapter3.Pdf)
46 Chapter 3 THIOL/ARYLSULFONIC ACID-PAIRED CATALYSTS FOR THE SYNTHESIS OF BISPHENOLS Abstract We recently demonstrated that mesoporous silica materials functionalized with pairs of alkylsulfonic acid and thiol groups are excellent catalysts for the synthesis of bisphenols from the condensation of phenol and various ketones, with activity and selectivity highly dependent on the thiol/acid distance. Here, we report the synthesis and catalytic properties of a mesoporous silica bearing thiol groups paired with stronger arylsulfonic acid groups. This catalyst was generated by grafting a bissilane precursor molecule containing both a disulfide and a sulfonate ester bond onto SBA-15, followed by simultaneous disulfide reduction and sulfonate ester hydrolysis. The resulting catalyst significantly outperformed the alkylsulfonic acid/thiol paired catalyst in bisphenol A and Z synthesis, while maintaining a very high selectivity to the desired isomer p,p’ isomer. The paired catalyst had similar activity to a randomly-bifunctionalized arylsulfonic acid/thiol catalyst in the bisphenol A reaction, but exhibited greater activity and selectivity than the randomly-bifunctionalized catalyst in the bisphenol Z reaction. 47 Introduction Bisphenols, such as bisphenol A and bisphenol Z, are important industrial feedstocks, especially as monomers in polycarbonate polymers and resins. They are synthesized in the acid-catalyzed condensation between a ketone and phenol, yielding the desired p,p’ isomer and a byproduct, the o,p’ isomer (Scheme 3.1). The addition of thiols as a cocatalyst is known to improve both the rate of reaction and the selectivity to the desired isomer. Mineral acids can be used to catalyze the bisphenol condensation reaction, but solid acid catalysts such as polymeric ion-exchange resins are typically used for commercial bisphenol production due to their non-corrosive nature and reusability. -
Esters Introduction Structurally, an Ester Is a Compound That Has an Alkoxy (OR) Group Attached to the Carbonyl Group
Esters Introduction Structurally, an ester is a compound that has an alkoxy (OR) group attached to the carbonyl group. O R C O R' R may be H, alkyl or aryl, while R’ may be alkyl or aryl only. Esters are widespread in nature. Many of the fragrances of flowers and fruits are due to the esters present. Ethyl butanoate is the chief component that accounts for the pineapple-like aroma and flavour of pineapples. 1:18 PM 1 Nomenclature of Esters Names of esters consist of two words that reflect the composite structure of the ester. The first word is derived from the alkyl group of the alcohol component, and the second word from the carboxylate group of the carboxylic acid component of the ester. The name of the carboxylate portion is derived by substituting the -ic acid suffix of the parent carboxylic acid with the –ate suffix. The alkyl group is cited first followed by the carboxylate group separated by a space. An ester is thus named as an alkyl 1:18 PM alkanoate. 2 IUPAC Nomenclature of Esters Examples 1:18 PM 3 Synthesis of Esters Preparative Strategies Highlighted below are some of the most common strategies by which esters are prepared. The esters are commonly prepared from the reaction of carboxylic acids, acid chlorides and acid anhydrides with alcohols. 1:18 PM 4 Synthesis of Esters Acid-Catalysed Esterification of a Carboxylic Acid and an Alcohol The acid-catalysed reaction of carboxylic acids and alcohols provides esters. Typically, a catalytic amount of a strong inorganic (mineral) acid such as H2SO4, HCl and H3PO4 is used. -
162 Part 175—Indirect Food Addi
§ 174.6 21 CFR Ch. I (4–1–19 Edition) (c) The existence in this subchapter B Subpart B—Substances for Use Only as of a regulation prescribing safe condi- Components of Adhesives tions for the use of a substance as an Sec. article or component of articles that 175.105 Adhesives. contact food shall not be construed as 175.125 Pressure-sensitive adhesives. implying that such substance may be safely used as a direct additive in food. Subpart C—Substances for Use as (d) Substances that under conditions Components of Coatings of good manufacturing practice may be 175.210 Acrylate ester copolymer coating. safely used as components of articles 175.230 Hot-melt strippable food coatings. that contact food include the fol- 175.250 Paraffin (synthetic). lowing, subject to any prescribed limi- 175.260 Partial phosphoric acid esters of pol- yester resins. tations: 175.270 Poly(vinyl fluoride) resins. (1) Substances generally recognized 175.300 Resinous and polymeric coatings. as safe in or on food. 175.320 Resinous and polymeric coatings for (2) Substances generally recognized polyolefin films. as safe for their intended use in food 175.350 Vinyl acetate/crotonic acid copoly- mer. packaging. 175.360 Vinylidene chloride copolymer coat- (3) Substances used in accordance ings for nylon film. with a prior sanction or approval. 175.365 Vinylidene chloride copolymer coat- (4) Substances permitted for use by ings for polycarbonate film. 175.380 Xylene-formaldehyde resins con- regulations in this part and parts 175, densed with 4,4′-isopropylidenediphenol- 176, 177, 178 and § 179.45 of this chapter. -
Salts of Therapeutic Agents: Chemical, Physicochemical, and Biological Considerations
molecules Review Salts of Therapeutic Agents: Chemical, Physicochemical, and Biological Considerations Deepak Gupta 1, Deepak Bhatia 2 ID , Vivek Dave 3 ID , Vijaykumar Sutariya 4 and Sheeba Varghese Gupta 4,* 1 Department of Pharmaceutical Sciences, School of Pharmacy, Lake Erie College of Osteopathic Medicine, Bradenton, FL 34211, USA; [email protected] 2 ICPH Fairfax Bernard J. Dunn School of Pharmacy, Shenandoah University, Fairfax, VA 22031, USA; [email protected] 3 Wegmans School of Pharmacy, St. John Fisher College, Rochester, NY 14618, USA; [email protected] 4 Department of Pharmaceutical Sciences, USF College of Pharmacy, Tampa, FL 33612, USA; [email protected] * Correspondence: [email protected]; Tel.: +01-813-974-2635 Academic Editor: Peter Wipf Received: 7 June 2018; Accepted: 13 July 2018; Published: 14 July 2018 Abstract: The physicochemical and biological properties of active pharmaceutical ingredients (APIs) are greatly affected by their salt forms. The choice of a particular salt formulation is based on numerous factors such as API chemistry, intended dosage form, pharmacokinetics, and pharmacodynamics. The appropriate salt can improve the overall therapeutic and pharmaceutical effects of an API. However, the incorrect salt form can have the opposite effect, and can be quite detrimental for overall drug development. This review summarizes several criteria for choosing the appropriate salt forms, along with the effects of salt forms on the pharmaceutical properties of APIs. In addition to a comprehensive review of the selection criteria, this review also gives a brief historic perspective of the salt selection processes. Keywords: chemistry; salt; water solubility; routes of administration; physicochemical; stability; degradation 1. -
SALTS of FATTY ACIDS
SALTS of FATTY ACIDS Prepared at the 33rd JECFA (1988), published in FNP 38 (1988) and in FNP 52 (1992). Metals and arsenic specifications revised at the 55th JECFA (2000). An ADI 'not specified' was established at the 33rd JECFA (1988) SYNONYMS INS No. 470 DEFINITION These products consist of calcium, potassium or sodium salts of commercial myristic, oleic, palmitic, stearic, acids or mixtures of these acids from edible fats and oils. The article of commerce can be further specified by: - saponification value, - solidification point for the fatty acids obtained from the salts, - iodine value, - residue on ignition including assay of the cation, and - moisture content Assay Not less than 95% total fatty acid salts, dry weight basis DESCRIPTION Hard, white or faintly yellowish, somewhat glossy and crystalline solids or semi-solids or white or yellowish-white powder FUNCTIONAL USES Anticaking agent, emulsifier CHARACTERISTICS IDENTIFICATION Solubility (Vol. 4) Potassium and sodium salts are soluble in water and ethanol; calcium salts are insoluble in water, ethanol and ether Test for cations Heat 1 g of the sample with a mixture of 25 ml of water and 5 ml of hydrochloric acid. Fatty acids are liberated, floating as a solid or oil layer on the surface which is soluble in hexane. After cooling, aqueous layer is decanted and evaporated to dryness. Dissolve the residue in water and test for the appropriate cation. Fatty acid composition Using the Method of Assay, identify the individual fatty sample. The fatty acid(s) in primary abundance should conform to those declared on the label of the product PURITY Free fatty acids Not more than 3% Measure free fatty acids as directed in the method Free Fatty Acids. -
Fermentation and Ester Taints
Fermentation and Ester Taints Anita Oberholster Introduction: Aroma Compounds • Grape‐derived –provide varietal distinction • Yeast and fermentation‐derived – Esters – Higher alcohols – Carbonyls – Volatile acids – Volatile phenols – Sulfur compounds What is and Esters? • Volatile molecule • Characteristic fruity and floral aromas • Esters are formed when an alcohol and acid react with each other • Few esters formed in grapes • Esters in wine ‐ two origins: – Enzymatic esterification during fermentation – Chemical esterification during long‐term storage Ester Formation • Esters can by formed enzymatically by both the plant and microbes • Microbes – Yeast (Non‐Saccharomyces and Saccharomyces yeast) – Lactic acid bacteria – Acetic acid bacteria • But mainly produced by yeast (through lipid and acetyl‐CoA metabolism) Ester Formation Alcohol function Keto acid‐Coenzyme A Ester Ester Classes • Two main groups – Ethyl esters – Acetate esters • Ethyl esters = EtOH + acid • Acetate esters = acetate (derivative of acetic acid) + EtOH or complex alcohol from amino acid metabolism Ester Classes • Acetate esters – Ethyl acetate (solvent‐like aroma) – Isoamyl acetate (banana aroma) – Isobutyl acetate (fruit aroma) – Phenyl ethyl acetate (roses, honey) • Ethyl esters – Ethyl hexanoate (aniseed, apple‐like) – Ethyl octanoate (sour apple aroma) Acetate Ester Formation • 2 Main factors influence acetate ester formation – Concentration of two substrates acetyl‐CoA and fusel alcohol – Activity of enzyme responsible for formation and break down reactions • Enzyme activity influenced by fermentation variables – Yeast – Composition of fermentation medium – Fermentation conditions Acetate/Ethyl Ester Formation – Fermentation composition and conditions • Total sugar content and optimal N2 amount pos. influence • Amount of unsaturated fatty acids and O2 neg. influence • Ethyl ester formation – 1 Main factor • Conc. of precursors – Enzyme activity smaller role • Higher fermentation temp formation • C and N increase small effect Saerens et al. -
Ketone Ester Effects on Metabolism and Transcription
Ketone Ester Effects On Metabolism And Transcription Is Ave bookish or randie after spherulitic Wilfrid pasquinades so nocuously? Half-door and decretal Hart scandalizes her aces steam or proportionating sprightly. Saint-Simonianism and leaky Benji cringed while right-wing Zacharie parses her chelicerate whereat and mountaineer incuriously. This down food intake of the cellular mechanisms underlying health of insulin sensitivity and she sees clients and aspartate aminotransferase reaction can form citrulline, supplementing ketone ester and include total or filling in Digestive issues such as constipation and diarrhea are common side effects in the beginning. This common chemistry allows cells to use a small set of metabolic intermediates to carry chemical groups between different reactions. Practical considerations in the use of stable isotope labelled compounds as tracers in clinical studies. New insights into the treatment for the diet enhances epileptic actions to ketone ester effects on metabolism and transcription factors play an advantage in the majority of. What are the symptoms of ketosis and ketoacidosis? In this case, fat and carb but it could be from very poor quality of food. And it has to get burned, what are we looking at right here? Carbohydrates for training and competition. One that is vulnerable is cysteine. Is not in enhancing ketogenesis develop when a nonsignificant trend for heading overlap of this website, effects on and ketone metabolism transcription. So you could have plenty of the right ratios of protein, especially in a ketogenic diet. Ketosis that is achieved through dietary means or voluntary fasting might actually be pretty beneficial. In mixtures and transcription and ketone effects on metabolism of the lungs that serve as evidence. -
Of Operation and Control Ion-Exchange Processes For
TECHNICAL REPORTS SERIES No. 78 Operation and Control Of Ion-Exchange Processes for Treatment of Radioactive Wastes INTERNATIONAL ATOMIC ENERGY AGENCY,VIENNA, 1967 OPERATION AND CONTROL OF ION-EXCHANGE PROCESSES FOR TREATMENT OF RADIOACTIVE WASTES The following States are Members of the International Atomic Energy Agency: AFGHANISTAN GERMANY, FEDERAL NIGERIA ALBANIA REPUBLIC OF NORWAY ALGERIA GHANA PAKISTAN ARGENTINA GREECE PANAMA AUSTRALIA GUATEMALA PARAGUAY AUSTRIA HAITI PERU BELGIUM HOLY SEE PHILIPPINES BOLIVIA HUNGARY POLAND BRAZIL ICELAND PORTUGAL BULGARIA INDIA ROMANIA BURMA INDONESIA SAUDI ARABIA BYELORUSSIAN SOVIET IRAN SENEGAL SOCIALIST REPUBLIC IRAQ SIERRA LEONE CAMBODIA ISRAEL SINGAPORE CAMEROON ITALY SOUTH AFRICA CANADA IVORY COAST SPAIN CEYLON JAMAICA SUDAN CHILE JAPAN SWEDEN CHINA JORDAN SWITZERLAND COLOMBIA KENYA SYRIAN ARAB REPUBLIC CONGO, DEMOCRATIC KOREA, REPUBLIC OF THAILAND REPUBLIC OF KUWAIT TUNISIA COSTA RICA LEBANON TURKEY CUBA LIBERIA UKRAINIAN SOVIET SOCIALIST CYPRUS LIBYA REPUBLIC CZECHOSLOVAK SOCIALIST LUXEMBOURG UNION OF SOVIET SOCIALIST REPUBLIC MADAGASCAR REPUBLICS DENMARK MALI UNITED ARAB REPUBLIC DOMINICAN REPUBLIC MEXICO UNITED KINGDOM OF GREAT ECUADOR MONACO BRITAIN AND NORTHERN IRELAND EL SALVADOR MOROCCO UNITED STATES OF AMERICA ETHIOPIA NETHERLANDS URUGUAY FINLAND NEW ZEALAND VENEZUELA FRANCE NICARAGUA VIET-NAM GABON YUGOSLAVIA The Agency's Statute was approved on 26 October 1956 by the Conference on the Statute of the IAEA held at United Nations Headquarters, New York; it entered into force on 29 July 1957, The Headquarters of the Agency are situated in Vienna. Its principal objective is "to accelerate and enlarge the contribution of atomic energy to peace, health and prosperity throughout the world". © IAEA, 1967 Permission to reproduce or translate the information contained in this publication may be obtained by writing to the International Atomic Energy Agency, Kamtner Ring 11, A-1010 Vienna I, Austria.