Online Encyclopedia

MERCAPTANS (Thio-alcohols)

Online Encyclopedia
Originally appearing in Volume V18, Page 149 of the 1911 Encyclopedia Britannica.
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MERCAPTANS (Thio-alcohols)  , organic chemical compounds of the type R.SH (R=an alkyl
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group) . The name is derived from mercurium captans, in allusion to the fact that these compounds react readily with mercuric
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oxide to form crystalline mercury derivatives . The mercaptans may, be prepared by the
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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
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heating the salts of
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esters of sulphuric acid with potassium hydrosulphide, and by heating the alcohols with phosphorus pentasulphide . They are colourless liquids, which are insoluble in
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water and possess a characteristic offensive smell . On oxidation by nitric acid they yield sulphonic acids . They combine with
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aldehydes and
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ketones, with elimination of water and formation of mercaptals and mercaptols . (See
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SULPHONAL.) Methyl mercaptan, CHI.SH, is a liquid which boils at 5.8° C . (752 mm.), and forms a crystalline
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hydrate with water .
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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
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alcohol in plates .

When heated with alcohol to 19o° C. it decomposes into mercury and ethyldisulphide .

End of Article: MERCAPTANS (Thio-alcohols)
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