Eucalyptol

Title: Eucalyptol
CAS Registry Number: 470-82-6
CAS Name: 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane
Additional Names: 1,8-epoxy-p-menthane; cineole; cajeputol
Molecular Formula: C10H18O
Molecular Weight: 154.25
Percent Composition: C 77.87%, H 11.76%, O 10.37%
Literature References: The chief constituent of oil of eucalyptus: Cloez, Ann. 154, 372 (1870); Berry, Australas. J. Pharm. 1929, 203; from wormwood oil: Wallach, Brass, Ann. 225, 291 (1884). Identity with cajeputol: Wallach, ibid. 314. Identity with cineole: Jahns, Ber. 17, 2941 (1884). Structure: Wallach, Ann. 291, 342 (1896). Biosynthesis: Birch et al., Tetrahedron Letters, no. 3, 1 (1959). Activity: Jori et al., Eur. J. Pharmacol. 9, 362 (1970). Cockroach repellent activity: T. H. Maugh, Science 218, 278 (1982).
Properties: Colorless liquid; camphor-like odor; spicy, cooling taste. d2525 0.921-0.923. bp 176-177°. mp 1.5°. nD20 1.455-1.460. Flash pt, closed cup: 118°F (48°C). Practically insol in water; miscible with alcohol, chloroform, ether, glacial acetic acid, oils.
Melting point: mp 1.5°
Boiling point: bp 176-177°
Flash point: Flash pt, closed cup: 118°F (48°C)
Index of refraction: nD20 1.455-1.460
Density: d2525 0.921-0.923
Use: Pharmaceutic aid (flavor).
Eucatropine Eugenol Euparin Eupatorin Eupatorium

Eucalyptol
Eucalyptol.png
Eucalyptol3D-3.png Eucalyptol3D-4.png
Identifiers
CAS number 470-82-6 YesY
PubChem 2758
ChemSpider 2656 YesY
UNII RV6J6604TK YesY
DrugBank DB03852
KEGG D04115 YesY
ChEMBL CHEMBL485259 YesY
ATC code R05CA13
Jmol-3D images Image 1
Properties
Molecular formula C10H18O
Molar mass 154.249 g/mol
Density 0.9225 g/cm3
Melting point 1.5 °C (274.6 K)
Boiling point 176–177 °C (449–450 K)
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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

Eucalyptol is a natural organic compound that is a colorless liquid. It is a cyclic ether and a monoterpenoid.

Eucalyptol is also known by a variety of synonyms: 1,8-cineol, 1,8-cineole, cajeputol, 1,8-epoxy-p-menthane, 1,8-oxido-p-menthane, eucalyptol, eucalyptole, 1,3,3-trimethyl-2-oxabicyclo[2,2,2]octane, cineol, cineole.

In 1870, F.S. Cloez identified and ascribed the name eucalyptol to the dominant portion of Eucalyptus globulus oil.[1] Eucalyptus oil, the generic collective name for oils from the Eucalyptus genus, should not be confused with the chemical compound eucalyptol.