Online Encyclopedia

VALERIC ACID, or VALERIANIC ACID

Online Encyclopedia
Originally appearing in Volume V27, Page 859 of the 1911 Encyclopedia Britannica.
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VALERIC

ACID, or VALERIANIC ACID  , C4H9•CO2H, an organic acid belonging to the fatty acid series, which exists in four isomeric forms, one of which contains an
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asymmetric carbon atom and consequently occurs in two optically active modifications and one optically inactive modification . Ordinary valeric acid (baldrianic acid) is a mixture of isovaleric acid or isopropylacetic acid, (
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CH3)2CH•CH2•CO211,andoptically active methylethylacetic acid, (CH3) (C2HS)CH•CO2H, which occur
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free or as
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esters in the
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vegetable and animal kingdoms, chiefly in the roots of
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Angelica archangelica and Valeriana officinalis . It may be extracted by boiling with
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water or soda . A similar product isobtained by oxidizing
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fermentation amyl
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alcohol with chromic acid . Isovaleric acid is an oily liquid having the odour of stale cheese and boiling at 174°; the salts are usually greasy to the touch . Potassium permanganate oxidizes it to f3-oxyisovaleric acid (CH3)2•C(OH)•CH2•CO2H, whilst nitric acid gives, among other products, dinitropropane, (CH3)2C(NO2)2 . The acid has been synthesized, as has also the inactive form of methylethylacetic acid; this 'modification is split into its
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optical antipodes by crystallization of its brucine salt . Normal valeric acid or propylacetic acid, CH3•CH2•CH2•CH2•CO2H, is a liquid boiling at 186° . The remaining isomer, pivalic or trimethylacetic acid, (CH3)3C•CO2H, melts at 35° and boils at 163° . Both these acids are synthetic products .

End of Article: VALERIC ACID, or VALERIANIC ACID
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