3- Thiocresol Thiophenol

The mechanism of addition of thiols to the labilized cluster [Os3(CO)n(MeCN)] to form [Os3(CO)io( -H)(//-SR)] (9) clusters has been elucidated. The kinetics of reactions of the hindered thiols ortho-, meta- and para-thiocresol, thiophenol, benzyl mercaptan, 2-naphthalenethiol, cyclopentanethiol, and cyclohexanethiol with [Os3(CO)ii(MeCN)j have been studied by UV-visible spectrophotometry and... 

In the case of thiol and inorganic salts, the best result was obtained for thiophenol and sodium cyanide, and DS of 90% was attained (60°C) with minimum amounts of C=C formation even for p-thiocresol (equivalent) and potassium carbonate. 

The best evidence for the photolytic decomposition of mercaptans and disulfides into free radicals involves photoinitiation of polymerization of olefins. Thus, photolysis of disulfides initiates the copolymerization of butadiene and styrene,154 as well as the polymerization of styrene207 and of acrylonitrile.19 Thiophenol and other thiols promote polymerization upon ultraviolet irradiation.19 Furthermore, the exchange of RS-groups between disulfides and thiols is greatly accelerated by light. Representative examples are benzothiazolyl disulfide and 2-mercapto-thiazole,90 tolyl disulfide and p-thiocresol, and benzyl disulfide and benzylmercaptan.91 The reaction probably has a free radical mechanism. Similar exchange reactions have been observed of RS-groups of pairs of disulfides have been observed.19... 

Benzo[6]thiophene is formed when thiophenol reacts with acetylene in a heated iron tube 230 or with either ethylene281 or acetylene232 233 in the presence of a heated catalyst. Likewise, with acetylene, methyl phenyl sulfide (thioanisole) affords benzo[6]thiophene, while both p-thiocresol and di(p-tolyl) sulfide afford 5-methylbenzo[6]thio-phene.230... 

The 2,3-double bond in benzo[6]thiophene-1,1-dioxides undergoes addition reactions with nucleophiles in a manner comparable to that of other a,/9-unsaturated sulfones no aromatic properties are detectable in this way for the thiophene ring.718-723 For example, thiophenol and p-thiocresol give the adducts (340 R = H or Me) in the presence of base.723 However, if the aryl mercaptan and the sulfone are heated together, a radical reaction occurs to give the corresponding 2-substituted compound.723 In contrast to the behavior of aryl mercap-... 

CF3COOH, PhSH, 20°, 1 h, 100% yield.18 Thiophenol is used to scavenge the liberated r-butyl cations, thus preventing alkylation of methionine or tryptophan. Other scavengers such as anisole, thioanisole, thiocresol, cre-sol, and dimethyl sulfide have also been used.19... 

Since the Npys group is sensitive to thiols, Npys-containing peptides cannot be treated with thiophenol (used for deprotection of His(DNP) side chain) or cleaved with p-thiocresol, ethanedithiol, and other thiol containing scavengers. 

SYNS p-MERCAPTOTOLUENE p-METHYLBEN-ZENETHIOL 4-METHYLBENZENETHIOL p-METH-YLPHENYLMERCAPTAN 4-METHYLPHENYLMER-CAPTAN p-METHYLTHIOPHENOL 4-METHYL-THIOPHENOL p-THIOCRESOL 4-THIOCRESOL 4-TOLUENETHIOL p-TOLYL MERCAPTAN D p-TOL-YLTHIOL USAF EK-510... 

Methylsulfonyl groups activated by an adjacent nitro substituent are readily displaced in reaction with thiophenol and thiocresol anions <87AJC1415>. In a reaction believed to involve an intermediate... 

To promote ionic addition of HBr air must be excluded and the unsaturated compound and the solvent must be tested for peroxide which, if present, must be removed by some suitable method. Antioxidants, such as diphenylamine, thiophenol, or thiocresol, may be added, since they neutralize the effect of small amounts of peroxide.185... 

Other reducing agents proposed are tin (for the preparation of / -chloro-thiophenol,524 tin(n) chloride (for the preparation of 4,4 -biphenyldithiol),525 iron powder (for the preparation of o- and /7-thiocresol),526 and lithium tetra-hydroaluminate (for the preparation of 1-butanethiol).527... 

The electrochemical fluorination (Simons cell anhydrous HF electrolyte, sometimes with the addition of NaF to improve conductivity) of benzene, fluoro- and chloro-benzene, w-dichlorobenzene, anisole, o-chloroanisole, thiophenol, p-chloro-thiophenol, iw-thiocresol, 2-chloropyridine, and 3-chloropyridine has been examined in detail (see also p. 212). Benzene and fluorobenzene give mainly dodecafluoro-cyclohexane, but a low yield of chloroundecafluorocyclohexane is obtained from chlorobenzene, and the ethers give fully saturated perfluoroethers with some cleaved products cleavage of the thiophenols leads to extensive formation of SFe. Mixtures of perfluoro-alicyclic and -aliphatic tertiary amines are obtained by similar fluorination of AW-dialkylanilines [PhNEta and PhNMeR (R = Et, Pr, or Bu )] and the three A A -dimethyltoluidines. The relatively new technique (Vol. 2, p. 353) of controlled fluorination at a platinum anode in acetonitrile con-+ -... 

RSH, Arylmercaptans, Thiophenol, Thiocresol HOCH2CH2SH HSCH2COOH Thioketone CH.COSH N-Diethylcysteamine R S, Thioanisole Di-(l-imidazolyl) sulfide... 

RSH, EtSH Arylmercaptans, Thiophenol, Thiocresol HOCH,CH,SH Dithiothreitol H,NCH,CH,SH HSCH,COOH PhCH,SeH... 

The nomenclature of compounds containing —S— and =8 is unsatisfactory. As stated in the list on p. 50, —SH is denoted by the suffix -thiol (which is also the generic name) or prefix mercapto-, whereas MeS— is methylthio- sulphides, e.g., MeSBu, are named as methylthiobutane or butyl methyl sulphide. Thioketones EE C=S may be named by the suffix -thione (used in the same way as -one, as in MeBu C=8 hexane-2-thione) the prefix is thioxo-. In addition, a prefix thio- is widely used to denote replacement of oxygen by sulphur, particularly for acids and phenols (cf. thioketones and thioxo- also inorganic practice, p. 18). Thiophenol and thiocresol are normally used... 

RSH, Arylmercaptans, Thiophenol, Thiocresol HOCH2CH2SH HSCH2COOH CH COSH... 

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