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.
Geranium Geranylhydroquinone Germane Germanium Dichloride Germanium Dioxide

Geraniol[1]
Geraniol
Geraniol-3D-balls-B.png
Identifiers
CAS number 106-24-1 YesY
ChemSpider 13849989 YesY
UNII L837108USY YesY
EC number 203-377-1
ChEBI CHEBI:17447 YesY
ChEMBL CHEMBL25719 YesY
Jmol-3D images Image 1
Properties
Molecular formula C10H18O
Molar mass 154.25 g mol−1
Density 0.889 g/cm3
Melting point −15 °C; 5 °F; 258 K ([2])
Boiling point 230 °C; 446 °F; 503 K ([2])
Solubility in water 686 mg/L (20 °C)[2]
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Geraniol is a monoterpenoid and an alcohol. It is the primary part of rose oil, palmarosa oil, and citronella oil (Java type). It also occurs in small quantities in geranium, lemon, and many other essential oils. It appears as a clear to pale-yellow oil that is insoluble in water, but soluble in most common organic solvents. It has a rose-like scent and is commonly used in perfumes. It is used in flavors such as peach, raspberry, grapefruit, red apple, plum, lime, orange, lemon, watermelon, pineapple, and blueberry.