Isovaline
Title: Isovaline
CAS Registry Number: 595-39-1
Additional Names: DL-2-Amino-2-methylbutyric acid; a-amino-a-methylbutyric acid
Molecular Formula: C5H11NO2
Molecular Weight: 117.15
Percent Composition: C 51.26%, H 9.46%, N 11.96%, O 27.31%
Literature References: Prepn: Kurono, Biochem. Z. 134, 427 (1922); Levene, Steiger, J. Biol. Chem. 76, 299 (1928); Bucherer, Steiner, J. Prakt. Chem. 141, 5 (1934); Upham, Dermer, J. Org. Chem. 22, 799 (1957). Optical enantiomorphs: Ehrlich, Wendel, Biochem. Z. 8, 438 (1908); Fischer, von Gravenitz, Ann. 406, 5 (1914); Baker et al., J. Am. Chem. Soc. 74, 4701 (1952); Greenstein et al., J. Biol. Chem. 204, 307 (1953).
Properties: Monoclinic prisms, mp 307-308° (closed tube). Sublimes at around 300°. Soly in cold water about 39 g/100 ml; in alc about 6.6 g/100 g alc at 75°. Slightly sol in ether.
Melting point: mp 307-308° (closed tube)
 
Derivative Type: L-Form
CAS Registry Number: 595-40-4
Properties: Crystals. [a]D25 +11.13° (c = 5 in H2O). [M]D +9.7° (5N HCl); [M]D +26.3° (glacial acetic acid).
Optical Rotation: [a]D25 +11.13° (c = 5 in H2O)
 
Derivative Type: D-Form
CAS Registry Number: 3059-97-0
Properties: Long needles from water + acetone. [a]D25 -11.28° (c = 5 in H2O).
Optical Rotation: [a]D25 -11.28° (c = 5 in H2O)

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