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Encyclopedia Britannica



VALERIC ACID, or VALERIANIC ACID

This article appears in Volume V27, Page 859 of the Encyclopedia Britannica.

Encyclopedia Britannica - Main :: TUM-VAN
VALERIC ACID, or VALERIANIC ACID , C4H9CO2H, an organic acid belonging to the fatty acid
series
 , which exists in four isomeric forms, one of which contains an
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, (CH3)2CHCH2CO211,andoptically active methylethylacetic acid, (CH3) (C2HS)CHCO2H, which occur free or as esters in the vegetable and
animal
  kingdoms, chiefly in the roots of Angelica archangelica and Valeriana officinalis. It may be extracted by boiling with water or soda. A similar product isobtained by oxidizing fermentation amyl
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)2C(OH)CH2CO2H, 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
optical
 
antipodes
  by crystallization of its brucine
salt
 . Normal valeric acid or propylacetic acid, CH3CH2CH2CH2CO2H, is a liquid boiling at 186. The remaining isomer, pivalic or trimethylacetic acid, (CH3)3CCO2H, melts at 35 and boils at 163. Both these acids are synthetic products.


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