Sodium alkanethiolates

It IS not necessary to prepare and isolate the sodium alkanethiolate m a separate opera tion Because thiols are more acidic than water they are quantitatively converted to their alkanethiolate anions by sodium hydroxide Thus all that is normally done is to add a thiol to sodium hydroxide m a suitable solvent (water or an alcohol) followed by the alkyl halide... 

Sodium alkanethiolate was treated with 5-salt 17 to give a disulfide in addition to a trifluoromethyl alkyl sulfide (Eq. 28). However, less powerful... 

Another one-pot, large-scale procedure for the preparation of thiophenols from unactivated aryl chlorides is available [7]. The reaction of an aryl chloride with a sodium alkanethiolate in NMP as a solvent affords, after acidification, the thiol in a high yield. 

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