2- Methylpropane-2-thiol

The flask is cooled in an ice-salt bath to -5 C and a solution of 20 g (25 ml, 0.22 mol) of 2-methylpropane-2-thiol (Note 2) in 20 raL of dry tetrahydrofuran is added at such a rate as to maintain a steady evolution of hydrogen. The slightly exothermic reaction causes the temperature to rise to 0 C and the colorless solution is stirred at this temperature for 15 min to ensure complete formation of the thiolate. The reaction mixture is then recooled to -5°C and 20.3 g (18.8 ml, 0.24 mol) of diketene (Note 2) is added over 15 min to give a yellow-green solution. The cooling bath is removed and the solution allowed to warm to room temperature. 

Sodium hydride, 2-methylpropane-2-thiol, diketene, methyl 2-hydroxyisobutyrate and tetrabutylammonium fluoride were purchased from Aldrich Chemical Company, Inc. Diketene was distilled prior to use to remove polymeric species. 

The partially aurated ion 98 has been obtained by Sladek and Schmidbaur,261 who reacted (Ph3PAu)30 1 BI, with 2-methylpropane-2-thiol. Cation 98 is dimeric in the crystal with very similar Au—Au distances within and between the monomeric units indicating significant aurophilic interaction between cations. 

THE 2-METHYLPROPANE-2-THIOL ESTERS OF CYCLOHEXANECARBOXYLIC ACID AND CHOLIC ACID... 

A. Thallium T) 2-methylpropane-2-thiolate. A 500-mL, round-bottomed flask equipped with a magnetic stirring bar and a pressure-equalizing dropping funnel to which a nitrogen inlet adapter is attached is charged with 47.2 g (0.189 mol) of thallium(I) ethoxide (Note 1) and 200 mL of anhydrous benzene (Note 2). Over a period of 15 min 19.2 g (24 mL, 0.213 mol) of 2-methylpropane-2-thiol (Note 1) is added. The... 

Thallium(I) ethoxide Ethanol, thallium (1 +) salt (8, 9) (20398-06-5) 2-Methylpropane-2-thiol 2-Propanethiol, 2-methyl- (8, 9) (75-66-1) S-ferf-Butyl cyclohexylmethanethioate Cyclohexanecarbothioic acid, S-(1,1 -dimethylethyl) ester (9) (54829-37-7)... 

Thiol esters have recently found broad applications in organic synthesis. Two methods for their preparation from acid chlorides and acids are described in the preparation of 2-METHYLPROPANE-2-THIOL ESTERS OF CYCLOHEXANECARBOXYLIC ACID AND CHOLIC ACID. Conversion of the former thiol ester to the corresponding O-t-butyl ester illustrates a general method for the preparation of O-ESTERS FROM THE CORRESPONDING THIOL ESTERS. 

Preparation of Thiol Esters The 2-Methylpropane-2-Thiol Esters... 

Thallium(I) ethoxide and 2-methylpropane-2-thiol were purchased from Aldrich Chemical Company, Inc. 

Cysteine is converted into the 5-(tert-butylsulfanyl) derivative by reaction with tert-h x-tylsulfinic acid tert-butyl thioester, or preferably by exploiting the steric barriers toward dimerization of 2-methylpropane-2-thiol by air oxygen. The latter approach makes it possible to drive the thiol/disulfide exchange reaction between cystine (5) and 2-methylpropane-2-thiol in favor of the desired product, i.e. H-Cys(StBu)-OH (6), in aqueous alkaline media because the cysteine intermediate is reoxidized to cystine and transformed further (Scheme 19) [1,239] same principle has also been conveniently exploited for the conversion of short dimeric cystine peptides, prepared directly from cystine, into the related S-protected... 

Q.9) 2-Propanethiol, 2-methyl-, 2-methylpropane-2-thiol, 1,1-dimethylethanethiol, tert-butyl mercaptan 175-66-1]... 

Partial demethylation occurred of the spiro cannabinoid compound illustrated by treatment in hexamethylphosphorictriamide with the lithium salt of 2-methylpropane-2-thiol in the same solvent at 70 C during 2 hours to give an 89% yield of (+)-dehydrocannabispiran. The lithium salt was prepared from lithium hydride and the thiol in oxygen-free hexamethylphosphoric triamide by reaction at 50 C during 5 hours (ref.149). 

The salt is obtained in 95% yield by reaction of thallous ethoxide in benzene with 2-methylpropane-2-thiol (20°) for a few minutes. 

Methylpropane-2-thiol (tert-butylmercaptan) [75-66-1] M 90.2, b 61.6"/701mm, 66"/760mm,... 

Scheme 82 Methylzinc complex with 2,2 -bis(camphorpyrazol-l-yl)-2-methylpropane-2-thiol.

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