Acetic acid, thiol

Answer Friedel-Crafts disconnection reveals 1,2-diX compound (21) easily made from thiol (22) and chloro-acetic acid. Thiol (22) can be made by the thiourea route (p T 37 ). 

Thiols can be prepared by the reduction of sulfonyl halides with LiAlHLj. UsualK the reaction is carried out on aromatic sulfonyl chlorides. Zinc and acetic acid, and... 

A variety of solvents was investigated for this reaction, as shown in Table 15.1. As inferred from Table 15.1, the hydrogenolysis performance is best in more polar solvents snch as acetonitrile, acetone, ethyl acetate, and acetic acid. Only in o-dichlorobenzene is the rate of reaction ranch lower than predicted by the dielectric constant. The presence of nonpolar solvents snch as hexane and the thiol product resulted in large amonnts of the disnlfide intermediate. It has been shown that the disnlfide is the intermediate in stoichiometric rednctions such as samarium diiodide reduction of alkyl thiocyanates to thiols (11) so it is reasonable to expect it as the... 

Silyl acetals of thiol esters have also been studied. With TiCl4 as the Lewis acid, there is correspondence between the configuration of the silyl thioketene acetal and the adduct stereochemistry.314 L-Isomers show high anti selectivity, whereas Z-isomers are less selective. 

These reaction conditions were applicable to the thiol esters of alkanoic, heteroaromatic, and halogenated acetic acids. 

This method has been applied successfully to the preparation of phenoxybenzene-4,4/-dithiol (84% of the theoretical amount), diphenylmethane-4,4 -dithiol, and m-sulfhydrylbenzoic acid4 (80%). It did not prove satisfactory for the preparation of higher-melting thiols of lower solubility, such as 2,7-naphtha-lenedithiol, 2,6-naphthalenedithiol, and 4,4 -biphenyldithiol. These were better prepared by the use of tin (II) chloride 2-hy-drate in glacial acetic acid saturated with hydrogen chloride.6... 

Formation of the thioamidate of the pyrimidine-acetonitrile 233 followed by reaction with thiol-acetic acid 234 gave elegant and efficient formation of the five-membered ring 235 in 82% yield (Equation 64) <2001JOC4723>. 

This chapter reports on the reactivity of organic carbonates as alkylating agents, with emphasis on the lightest term of the series, DMC. Under both CF and batch conditions, DMC can react with a number of nucleophilic substrates such as phenols, primary amines, sulfones, thiols, and methylene-active derivatives of aryl and aroxy-acetic acids. The mechanistic and synthetic aspects of these processes will be elucidated. 

The kinetics of oxidation of several para-substituted anilines and aliphatic acetals by peroxomonosulfate in aqueous acetic acid have been investigated. In the oxidation of sulfides to sulfoxides by peroxymonosulfate (Oxone), the observed increase in second-order rate constants with increasing concentration of H2SO4 has been shown to be due to the increasing polarity of the medium, rather than to acid catalysis. Similar conclusions were arrived at for the oxidation of aryl thiobenzoates and thiol-phosphorus(V) esters. 

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