9408. o-Thymotic Acid

Nomenclature

CAS number: 548-51-6
2-Hydroxy-6-methyl-3-(1-methylethyl)benzoic acid; 3-hydroxy-2-p-cymenecarboxylic acid; o-thymotinic acid; 6-methyl-3-isopropylsalicylic acid.
C11H14O3; mol wt 194.23.
C 68.02%, H 7.27%, O 24.71%.

Description and references

Prepn from thymol: Kolbe, Lautemann, Ann. 115, 205 (1861); Spallino, Provenzal, Gazz. Chim. Ital. 39 (II), 326 (1909); Royer et al., Bull. Soc. Chim. Fr. 1955, 1421.

Chemical structure

Properties

Monoclinic prismatic needles from water, mp 127°. Volatile with steam. One gram dissolves in 10 liters of water at 20°. Sol in alc, ether, chloroform, benzene, petr ether.

Derivative

Sodium salt.
C11H13NaO3; mol wt 216.21.
C 61.11%, H 6.06%, Na 10.63%, O 22.20%.

Properties

White cryst mass, freely sol in water.

Derivative

Amide.
C11H15NO2; mol wt 193.24.
C 68.37%, H 7.82%, N 7.25%, O 16.56%.

Properties

Needles from alc, mp 137°, dec 205°. Sol in org solvents and in aq solns of sodium carbonate.

Derivative

Acetonyl ester.
C14H18O4; mol wt 250.29.
C 67.18%, H 7.25%, O 25.57%.

Properties

Needles from alcohol, mp 75°. Sol in alcohol.

Use

As salicylic acid and salicylates.