Geraniol
Title: Geraniol
CAS Registry Number: 106-24-1
CAS Name: (E)-3,7-Dimethyl-2,6-octadien-1-ol
Additional Names: trans-3,7-dimethyl-2,6-octadien-8-ol; lemonol
Molecular Formula: C10H18O
Molecular Weight: 154.25
Percent Composition: C 77.87%, H 11.76%, O 10.37%
Literature References: An olefinic terpene alcohol constituting the chief part of oil of rose and oil of palmarosa; also found in many other essential oils such as citronella, lemon grass, etc. Isomeric with linalool. Isoln: Jacobsen, Ann. 157, 234 (1871). Structure: Verley, Bull. Soc. Chim. Fr. 25, 68 (1919); J. L. Simonsen, The Terpenes vol. I (University Press, Cambridge, 2nd ed., 1947) pp 40-52. Stereochemistry: Burrell et al., Proc. Chem. Soc. London 1959, 263; Bates et al., J. Org. Chem. 28, 1086 (1963). Synthesis: Burrell et al., J. Chem. Soc. C 1966, 2144; K. Takabe et al., Chem. Lett. 1977, 1025; K. K. Mathew et al., Indian J. Chem. B20, 340 (1981).
Properties: Oily liq. Sweet rose odor. bp757 229-230°; bp12 114-115°. d420 0.8894. nD20 1.4766. uv max: 190-195 nm (e 18000). Practically insol in water. Miscible with alcohol, ether.
Boiling point: bp757 229-230°; bp12 114-115°
Index of refraction: nD20 1.4766
Absorption maximum: uv max: 190-195 nm (e 18000)
Density: d420 0.8894
 
Derivative Type: Acetate
Molecular Formula: C12H20O2
Molecular Weight: 196.29
Percent Composition: C 73.43%, H 10.27%, O 16.30%
Properties: Sweet, fragrant liq. bp ~242° with decompn. d1515 0.9174. nD15 1.4628. Almost insol in water. Very sol in alcohol; miscible with ether.
Boiling point: bp ~242° with decompn
Index of refraction: nD15 1.4628
Density: d1515 0.9174
 
Derivative Type: Butyrate
Molecular Formula: C14H24O2
Molecular Weight: 224.34
Percent Composition: C 74.95%, H 10.78%, O 14.26%
Properties: Liq. Characteristic fragrant odor. bp18 152°. d417 0.901. Almost insol in water. Sol in alc, ether.
Boiling point: bp18 152°
Density: d417 0.901
 
Derivative Type: Formate
Molecular Formula: C11H18O2
Molecular Weight: 182.26
Percent Composition: C 72.49%, H 9.95%, O 17.56%
Properties: Liq. Odor of roses and of green rose leaves. bp15 113-114°. d420 0.927. Almost insol in alc, ether.
Boiling point: bp15 113-114°
Density: d420 0.927
 
Use: In perfumery. As insect attractant. Butyrate for compounding artificial attar of rose. Formate as constituent of artificial neroli oil and of artificial orange blossom oil.

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