7200. α-Phellandrene
Nomenclature
CAS number: 99-83-2
2-Methyl-5-(1-methylethyl)-1,3-cyclohexadiene; p-mentha-1,5-diene; 5-isopropyl-2-methyl-1,3-cyclohexadiene; 4-isopropyl-1-methyl-1,5-cyclohexadiene. C10H16; mol wt 136.23.
C 88.16%, H 11.84%.
Description and references
Isoln of l-form from essential oils of Eucalyptus dives Schau. and E. phellandra Baker & Smith, Myrtaceae: Smith et al., J. Chem. Soc. 123, 1657 (1923). Isoln of d-form from oil of bitter fennel (Foeniculum vulgare Mill., Umbelliferae): Wallach, Ann. 336, 9 (1904). Structure: Semmler, Ber. 36, 1749 (1903). Synthesis of dl-form: Read, Storey, J. Chem. Soc. 1930, 2770; B. Singaram, J. Verghese, Indian J. Chem. 14B, 1003 (1976). Configuration: Burgstahler et al., J. Am. Chem. Soc. 83, 4660 (1961). Circular dichroism: G. Snatzke et al., Tetrahedron Lett. 1966, 4551. Review: J. L. Simonsen, The Terpenes vol. 1 (Univ. Press, Cambridge, 2nd ed., 1947) pp 193-204; B. Singaram, J. Verghese, Perfum. Flavor. 2, 33-38 (1978).
Derivative
l-Form.Nomenclature
CAS number: 4221-98-1
Properties
Mobile oil. bp758 171-172°; bp16 58-59°. d420 0.8410. nD20 1.4709. [α]D20 -217°. Practically insol in water; sol in ether.Derivative
d-Form.Nomenclature
CAS number: 2243-33-6