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Encyclopedia Britannica



MERCAPTANS (Thio-alcohols)

This article appears in Volume V18, Page 149 of the Encyclopedia Britannica.

Encyclopedia Britannica - Main :: MEC-MIC
MERCAPTANS (Thio-alcohols) , organic chemical compounds of the type R.SH (R=an alkyl group). The name is derived from mercurium captans, in allusion to the fact that these compounds react readily with mercuric
oxide
  to form crystalline
mercury
  derivatives. The mercaptans may, be prepared by the action of the alkyl halides on an alcoholic solution of potassium hydrosulphide; by the reduction of the sulpho-chlorides, e.g. C2H5SO2C1 (chlorides of sulphonic acids), by
heating
  the salts of esters of sulphuric acid with potassium hydrosulphide, and by
heating
  the
alcohols
  with
phosphorus
  pentasulphide. They are colourless liquids, which are insoluble in water and possess a characteristic offensive smell. On oxidation by nitric acid they yield sulphonic acids. They combine with aldehydes and ketones, with elimination of water and formation of mercaptals and mercaptols. (See SULPHONAL.)
Methyl mercaptan, CHI.SH, is a liquid which boils at 5.8 C. (752 mm.), and forms a crystalline hydrate with water.
Ethyl
  mercaptan, C2H5.SH, is a colourless liquid which boils at 36.2 C. It is used commercially in the preparation of sulphonal (q.v.). The
mercury
 
salt
 , Hg(SC2Hb)2, crystallizes from alcohol in plates. When heated with alcohol to 19o C. it decomposes into mercury and ethyldisulphide.


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