Title: b-Alanine
CAS Registry Number: 107-95-9
Additional Names: b-Aminopropionic acid; 3-aminopropanoic acid; 3-aminopropionic acid
Trademarks: Abufène (Thaplix)
Molecular Formula: C3H7NO2
Molecular Weight: 89.09
Percent Composition: C 40.44%, H 7.92%, N 15.72%, O 35.92%
Line Formula: NH2CH2CH2CO2H
Literature References: Prepd by the action of KOBr and KOH upon succinimide: Clarke, Behr, Org. Synth. 16, 1 (1936). By the action of liq ammonia upon methyl acrylate: Morsch, Monatsh. Chem. 63, 220 (1933), cf. C.A. 41, 4104 (1947); by the addition of NH4OH to acrylonitrile: Ford et al., J. Am. Chem. Soc. 69, 844 (1947). By electrolytic oxidation of 3-amino-1-propanol in H2SO4 using Pb electrodes without diaphragm: Jubilee Vol. Emil Barell 1946, 85-91. For industrial methods of prepn see several pats. by T. L. Gresham to B. F. Goodrich. Prepn from ethylene cyanohydrin (b-hydroxypropionitrile): Boatright, US 2734081 (1956 to Am. Cyanamid); from b-aminopropionitrile: Ford, Org. Synth. coll. vol. III, 34 (1955). Improved process: Beutel, Klemchuk, US 2956080 (1960 to Merck & Co.).
Properties: Orthorhombic bipyramidal crystals from water, decomp 207° (very rapid heating). Decomp 197-198° (Ford, Org. Syn. loc. cit.). Slightly sweet taste. pK1 3.60; pK2 10.19. pH of 5% aq soln: 6.0 to 7.3. Freely sol in water, slightly in alcohol. Practically insol in ether, acetone.
pKa: pK1 3.60; pK2 10.19
Derivative Type: Hydrochloride
Molecular Formula: C3H7NO2.HCl
Molecular Weight: 125.55
Percent Composition: C 28.70%, H 6.42%, N 11.16%, O 25.49%, Cl 28.24%
Properties: Plates, leaflets, mp 122.5°. Freely sol in water, less sol in alcohol, insol in ether.
Melting point: mp 122.5°
Derivative Type: Platinichloride
Molecular Formula: 2C3H7NO2.2HCl.PtCl4
Molecular Weight: 588.00
Percent Composition: C 12.26%, H 2.74%, N 4.76%, O 10.88%, Cl 36.18%, Pt 33.18%
Properties: Yellow leaflets from alcohol + HCl, decomp 210°. Freely sol in water, sparingly in abs alcohol.
Use: In the synthesis of pantothenic acid and derivatives; as buffer in electroplating. |