7201. β-Phellandrene

Nomenclature

CAS number: 555-10-2
3-Methylene-6-(1-methylethyl)cyclohexene; p-mentha-1(7),2-diene; 3-isopropyl-6-methylene-1-cyclohexene; 4-isopropyl-1-methylene-2-cyclohexene.
C10H16; mol wt 136.23.
C 88.16%, H 11.84%.

Description and references

Isoln of d-form from oil of water fennel (Phellandrium aquaticum L., Umbelliferae): Berry et al., J. Chem. Soc. 1937, 1448. Isoln of l-form from Canada balsam oil: Macbeth et al., ibid. 1938, 119. Structure: Wallach, Ann. 343, 28 (1905). Synthesis of dl-form: Deorha, Sareen, Rec. Trav. Chim. 82, 137 (1965); B. Singaram, J. Verghese, Indian J. Chem. 14B, 1003 (1976).

Chemical structure

Derivative

d-Form.

Nomenclature

CAS number: 6153-16-8

Properties

Mobile oil. bp760 171-172°; bp11 57°. d420 0.8520. nD20 1.4788. [α]D20 +65.2°. Practically insol in water; sol in ether.

Derivative

l-Form.

Nomenclature

CAS number: 6153-17-9

Properties

Mobile oil. bp758 178-179°; bp12 53°. d1515 0.8497. nD20 1.4800. [α]D20 -51.9°. Practically insol in water, alcohol; sol in ether.