Title: Norleucine
CAS Registry Number: 327-57-1
CAS Name: 2-Aminohexanoic acid
Additional Names: a-aminocaproic acid; glycoleucine; caprine
Molecular Formula: C6H13NO2
Molecular Weight: 131.17
Percent Composition: C 54.94%, H 9.99%, N 10.68%, O 24.39%
Line Formula: CH3(CH2)3CH(NH2)COOH
Literature References: An amino acid classified as nonessential with respect to its growth effect in rats. Several syntheses; prepn from a-bromo-n-caproic acid by action of 25% ammonia at 50-55°: Marvel, du Vigneaud, Org. Synth. 4, 3 (1925).
Derivative Type: DL-Form
Properties: Lustrous leaflets from water. d 1.172. Dec 327°. pK1 2.39; pK2 9.76. Soly in water: 11.49 g/l at 25°, 17.27 g/l at 50°, 28.61 g/l at 75°, 52.0 g/l at 100°. Sparingly sol in alcohol: 0.42 g/100 g at 25°. Sol in acids.
pKa: pK1 2.39; pK2 9.76
Density: d 1.172
Derivative Type: L(+)-Form
Properties: Slightly sweet, shiny leaflets from water. mp 301° (partial decompn). Sublimes partially at 275-280°. [M]D +32.1° (5N HCl); +47.9° (glacial acetic acid). [a]D20 +21.3° (c = 4.25 in 6N HCl); +6.26° (c = 0.70 in water).
Melting point: mp 301° (partial decompn)
Optical Rotation: [a]D20 +21.3° (c = 4.25 in 6N HCl); +6.26° (c = 0.70 in water)
Derivative Type: D(-)-Form
Properties: Bitter, shiny leaflets from water. mp 301° (partial decompn). Sublimes partially at 275-280°. [a]D20 -22.4° (c = 4.69 in 6N HCl); -4.49° (c = 0.96 in water).
Melting point: mp 301° (partial decompn)
Optical Rotation: [a]D20 -22.4° (c = 4.69 in 6N HCl); -4.49° (c = 0.96 in water)
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