6476. Nerolidol

Nomenclature

CAS number: 7212-44-4
3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol; peruviol.
C15H26O; mol wt 222.37.
C 81.02%, H 11.79%, O 7.19%.

Description and references

Found in essential oils from many flowers such as Melaleuca viridiflora Soland., Myrtaceae and Myroxylon pereirae (Royle) Klotzsch, Leguminosae: Naves, Compt. Rend. 251, 900 (1960). Isoln: Hellyer, McKern, J. Proc. R. Soc. N.S.W. 89, (Pt. 4), 188 (1955); Sutherland et al., Aust. J. Chem. 13, 357 (1960). Synthesis: Nazarov et al., Zh. Obshch. Khim. 28, 1444 (1958); Ofner et al., Helv. Chim. Acta 42, 2577 (1959); Shvarts, Petrov, Zh. Obshch. Khim. 30, 3598 (1960). Exists in two stereoisomeric forms: Bates et al., J. Org. Chem. 28, 1086 (1963).

Chemical structure

Derivative

trans-Form.

Nomenclature

CAS number: 40716-66-3

Properties

Liquid. bp0.15 78°. nD25 1.4792.

Derivative

cis-Form.

Nomenclature

CAS number: 3790-78-1

Properties

Liquid. bp0.10 70°. nD25 1.4775.

Derivative

cis/trans-Form.

Properties

Liquid. bp3 122°. nD25 1.4769. d425 0.8720. Sol in abs alc (still clearly sol in 3 parts of 70% alc).