2621. Cuminaldehyde

Nomenclature

CAS number: 122-03-2
4-(1-Methylethyl)benzaldehyde; p-isopropylbenzaldehyde; cuminal; cumaldehyde.
C10H12O; mol wt 148.20.
C 81.04%, H 8.16%, O 10.80%.

Description and references

Constituent of eucalyptus, myrrh, cassia, cumin, and other essential oils; prepared synthetically from p-isopropylbenzoyl chloride. Alternate synthesis by formylation of isopropylbenzene under pressure: Crounse, J. Am. Chem. Soc. 71, 1263 (1949). Toxicity study: P. M. Jenner et al., Food Cosmet. Toxicol. 2, 327 (1964).

Chemical structure

Properties

Colorless to yellowish, oily liq; strong persistent odor; acrid, burning taste. d20 0.978. bp760 235-236°; bp35 131-135°. nD20 1.5301. Practically insol in water. Sol in alc, ether. LD50 orally in rats: 1390 mg/kg (Jenner).

Derivative

Thiosemicarbazone.

Nomenclature

CAS number: 3811-20-9
SHCH-58.
C11H15N3S; mol wt 221.32.
C 59.70%, H 6.83%, N 18.99%, S 14.49%.

Description and references

Prepn: P. P. T. Sah, T. C. Daniels, Rec. Trav. Chim. 69, 1545 (1950); J. Bernstein et al., J. Am. Chem. Soc. 73, 906 (1951).

Properties

Stout platelets from methanol, mp 147°. Practically insol in water. Moderately sol in alc.

Use

In perfumery.