Title: Atrolactic Acid
CAS Registry Number: 515-30-0
CAS Name: a-Hydroxy-a-methylbenzeneacetic acid
Synonyms: a-methylmandelic acid; 2-phenyllactic acid; a-hydroxy-a-phenylpropionic acid; 2-hydroxy-2-phenylpropionic acid; 2-phenyl-2-hydroxypropionic acid
Molecular Formula: C9H10O3
Molecular Weight: 166.17
Percent Composition: C 65.05%, H 6.07%, O 28.88%
Literature References: Prepd from acetophenone cyanohydrin: McKenzie, Clough,
J. Chem. Soc. 101, 393 (1912); Freudenberg
et al., Ann. 501, 213 (1932); Eliel, Freeman,
Org. Synth. coll. vol. IV, 58 (1963).
Derivative Type: DL-Form, hemihydrate
Properties: Orthorhombic crystals from water, mp 88-90° (softening at 75°). Anhydr, mp 94.5° (obtained by drying the hemihydrate at 55° and 0.5 mm Hg). pKa (25°): 3.467. Soly of the anhydr acid in one liter of water at 18° = 17.04 g, at 25° = 21.17 g, at 30° = 25.65 g. Much more sol in boiling water. Slightly sol in petr ether.
Melting point: mp 88-90° (softening at 75°); Anhydr, mp 94.5° (obtained by drying the hemihydrate at 55° and 0.5 mm Hg)
pKa: pKa (25°): 3.467
