Title: Linalool
CAS Registry Number: 78-70-6
CAS Name: 3,7-Dimethyl-1,6-octadien-3-ol
Synonyms: 2,6-dimethyl-2,7-octadien-6-ol; linalol
Molecular Formula: C10H18O
Molecular Weight: 154.25
Percent Composition: C 77.87%, H 11.76%, O 10.37%
Line Formula: (CH3)2C=CHCH2CH2C(CH3)(OH)CH=CH2
Literature References: Chief constituent of linaloe oil; also occurs in oils of Ceylon cinnamon, sassafras, orange flower, bergamot,
Artemisia balchanorum, ylang ylang, etc.: Tiemann,
Ber. 31, 808 (1898); Walbaum, Stephan,
ibid. 33, 2305 (1900); Hesse, Zeitschel,
J. Prakt. Chem. 66, 493 (1902); Rafanova
et al., SU 103725 (1956),
C.A. 51, 3656c (1957); Naves,
Helv. Chim. Acta 42, 1692 (1959). Presence in essential oils:
idem, Compt. Rend. 251, 900 (1960). Absolute configuration: Prelog, Watanabe,
Ann. 603, 1 (1957). Synthesis of
dl-linalool: Ruzicka, Fornasir,
Helv. Chim. Acta 2, 182 (1919); Surmatis,
US 2848502 (1958 to Hoffmann-La Roche); Nair, Pandit,
Tetrahedron Lett. 1966, 5097.
Review: J. L. Simonsen,
The Terpenes vol. I (University Press, Cambridge, 2nd ed., 1947), pp 57-68.
Derivative Type: l-Form
Synonyms: Licareol
Properties: Colorless liq. bp760 198°; bp25 98-98.3°; bp14 86-87°. d20 0.8622.
nD22 1.4604. [a]D20 -20.1°. Practically insol in water. Miscible with alcohol, ether.
Boiling point: bp760 198°; bp25 98-98.3°; bp14 86-87°
Optical Rotation: [a]D20 -20.1°
Index of refraction: nD22 1.4604
Density: d20 0.8622
Derivative Type: d-Form
Synonyms: Coriandrol
Properties: bp760 198-200°; bp26 114-114.5°; bp15.5 93-94°; bp12 86°. d420 0.8733.
nD20 1.4673. [a]D20 +19.3°. Soluble in 10 vol 50% alc, 4 vol 60% alc.
Boiling point: bp760 198-200°; bp26 114-114.5°; bp15.5 93-94°; bp12 86°
Optical Rotation: [a]D20 +19.3°
Index of refraction: nD20 1.4673
Density: d420 0.8733
Derivative Type: dl-Form
Properties: bp720 194-197°; bp14 89-91°. d15 0.865.
Boiling point: bp720 194-197°; bp14 89-91°
Density: d15 0.865
Use: In perfumery instead of bergamot or French lavender oil since it has an odor similar to these oils.
