Title: Mandelic Acid
CAS Registry Number: 90-64-2
CAS Name: a-Hydroxybenzeneacetic acid
Additional Names: dl-mandelic acid; racemic mandelic acid; a-hydroxy-a-toluic acid; a-hydroxyphenylacetic acid; phenylhydroxyacetic acid; phenylglycolic acid; amygdalic acid; amygdalinic acid; paramandelic acid
Molecular Formula: C8H8O3
Molecular Weight: 152.15
Percent Composition: C 63.15%, H 5.30%, O 31.55%
Line Formula: C6H5CH(OH)COOH
Literature References: Prepd by the action of warm, dil alkali upon dichloroacetophenone: Org. Synth. 23, 48 (1943); by hydrolysis of mandelonitrile (prepd from benzaldehyde and hydrogen cyanide or from benzaldehyde, sodium bisulfite, and sodium cyanide): Org. Synth. coll. vol. I, 336 (1941); ibid. coll. vol. III, 538 (1955); L. F. Fieser, Organic Experiments (Boston, 1964) p 109. May be prepd by boiling amygdalin with HCl.
Properties: Orthorhombic plates from water, mp 119°. Darkens and dec on prolonged exposure to light. d 1.30. Can be distilled rapidly in vacuo at 2 mm without much decompn. Acid to litmus. pK (25°) 3.37. One gram dissolves in 6.3 ml water, 1 ml alc; freely sol in ether, isopropyl alcohol.
Melting point: mp 119°
pKa: pK (25°) 3.37
Density: d 1.30
Derivative Type: Calcium salt
CAS Registry Number: 134-95-2
Additional Names: Calcium mandelate
Molecular Formula: C16H14CaO6
Molecular Weight: 342.36
Percent Composition: C 56.13%, H 4.12%, Ca 11.71%, O 28.04%
Properties: Contains 88.88% mandelic acid. White powder. One gram dissolves in 80 ml boiling water. Slightly sol in cold water. Insol in alc. The aq soln is slightly acid.
Derivative Type: Sodium salt
CAS Registry Number: 114-21-6
Additional Names: Sodium mandelate
Molecular Formula: C8H7NaO3
Molecular Weight: 174.13
Percent Composition: C 55.18%, H 4.05%, Na 13.20%, O 27.56%
Properties: Cryst powder; slight aromatic odor. Very sol in water; sol in alcohol; the aq soln is neutral or slightly alkaline to litmus.
Therap-Cat: Antiseptic (urinary).