MANDELIC ACID - (90-64-2)

Introduction

Name: mandelic acid; 2-hydroxy-2-phenylacetic acid*; phenylglycolic acid; α-hydroxyphenylacetic acid
* IUPAC
CAS Number: 90-64-2
Chemical Formula: C8H8O3
Molar Mass: 152.14732 g
State of Matter: white crystalline powder
Mass Percent: C 63.153 %; H 5.2998 %; O 31.547 % 
Isomers:  4-methoxybenzoic acid  •  methyl salicylate  •  vanillin  •  (R)-(-)-mandelic acid  •  methylparaben

Classification

Uses/Function

• "A colorless hydroxy acid. Its salt is used in urinary tract infections." 1

Bonding

Double Bonds: 4
Triple Bonds: 0
Sigma Bonds: 19
Pi Bonds: 4
Total: 23
Carboxyl Groups: 1
Hydroxyl Groups: 1

Reactions

Mandelonitrile is prepared by reacting benzaldehyde with sodium bisulfite to give the corresponding adduct, forming mandelonitrile with sodium cyanide, which is hydrolyzed to give mandelic acid.: 2


For More Information

Sources

(1) - Taber's Cyclopedic Medical Dictionary, 18th ed.; F. A. David Company: Philadelphia, PA, 1997; p 22.
(2) - Corson, B. B.; Dodge, R. A.; Harris, S. A.; Yeaw, J. S. (1941). "Mandelic Acid". Org. Synth.; Coll. Vol. 1, p. 336