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Eucalyptol information


Eucalyptol
Names
IUPAC name
1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane
Other names
1,8-Cineole
1,8-Epoxy-p-menthane
cajeputol
1,8-epoxy-p-menthane, 1,8-oxido-p-menthane
eucalyptole
1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane
cineol
cineole.
Identifiers
CAS Number
  • 470-82-6 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
105109 5239941
ChEBI
  • CHEBI:27961
ChEMBL
  • ChEMBL485259 checkY
ChemSpider
  • 2656 checkY
DrugBank
  • DB03852 checkY
ECHA InfoCard 100.006.757 Edit this at Wikidata
EC Number
  • 207-431-5
Gmelin Reference
131076
IUPHAR/BPS
  • 2464
KEGG
  • D04115 checkY
PubChem CID
  • 2758
UNII
  • RV6J6604TK checkY
CompTox Dashboard (EPA)
  • DTXSID4020616 Edit this at Wikidata
InChI
  • InChI=1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3 checkY
    Key: WEEGYLXZBRQIMU-UHFFFAOYSA-N checkY
  • InChI=1/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3
    Key: WEEGYLXZBRQIMU-UHFFFAOYAY
SMILES
  • O2C1(CCC(CC1)C2(C)C)C
Properties
Chemical formula
C10H18O
Molar mass 154.249 g/mol
Density 0.9225 g/cm3
Melting point 2.9 °C (37.2 °F; 276.0 K)
Boiling point 176–177 °C (349–351 °F; 449–450 K)
Magnetic susceptibility (χ)
−116.3×10−6 cm3/mol
Pharmacology
ATC code
R05CA13 (WHO)
Hazards
GHS labelling:
Pictograms
GHS02: FlammableGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Signal word
Danger
Hazard statements
H226, H304, H315, H317, H319, H411
Precautionary statements
P210, P233, P240, P241, P242, P243, P261, P264, P272, P273, P280, P301+P310, P302+P352, P303+P361+P353, P305+P351+P338, P321, P331, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P391, P403+P235, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Eucalyptol (also called cineole) is a monoterpenoid colorless liquid, and a bicyclic ether.[1] It has a fresh camphor-like odor and a spicy, cooling taste.[1] It is insoluble in water, but miscible with organic solvents. Eucalyptol makes up about 70–90% of eucalyptus oil.[2][3] Eucalyptol forms crystalline adducts with hydrohalic acids, o-cresol, resorcinol, and phosphoric acid. Formation of these adducts is useful for purification.[4]

In 1870, F. S. Cloez identified and ascribed the name "eucalyptol" to the dominant portion of Eucalyptus globulus oil.[2]

  1. ^ a b "Eucalyptol". PubChem, US National Library of Medicine. 22 April 2023. Retrieved 28 April 2023.
  2. ^ a b Boland, D. J.; Brophy, J. J.; House, A. P. N. (1991). Eucalyptus Leaf Oils: Use, Chemistry, Distillation and Marketing. Melbourne: Inkata Press. p. 6. doi:10.1002/ffj.2730070209. ISBN 0-909605-69-6.
  3. ^ "GCMS – Gas Chromatography Mass Spectrometry Analysis" (PDF). New Direction Aromatics. Archived (PDF) from the original on 28 October 2020. Retrieved 7 December 2022.
  4. ^ Eggersdorfer, Manfred (2000). "Terpenes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a26_205. ISBN 978-3527306732.

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Eucalyptol

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Eucalyptol (also called cineole) is a monoterpenoid colorless liquid, and a bicyclic ether. It has a fresh camphor-like odor and a spicy, cooling taste...

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Monoterpene

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repellents, such as citronellol, eucalyptol, limonene, linalool, hinokitiol, menthol and thymol. Ascaridole, camphor and eucalyptol are monoterpenes that have...

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Laurus nobilis

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Listerine

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develop an alcohol-based formula for a surgical antiseptic which included eucalyptol, menthol, methyl salicylate, and thymol (its exact composition was a trade...

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Elettaria cardamomum

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production. The primary volatile components are terpinyl acetate and eucalyptol. E. cardamomum is used as a food plant by the larvae of the moth Endoclita...

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Tea tree oil

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Environmental Health Sciences found four of the constituent chemicals (eucalyptol, 4-terpineol, dipentene, and alpha-terpineol) are endocrine disruptors...

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Gingivitis

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triclosan, chlorhexidine digluconate, and a combination of thymol, menthol, eucalyptol, and methyl salicylate. These ingredients are found in toothpaste and...

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C10H18O

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C10H18O (molar mass : 154.25 g/mol) may refer to: Borneol Citronellal Eucalyptol 2-Decenal Fenchol Geraniol Grandisol Lavandulol Linalool Menthone Myrcenol...

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Ocimum tenuiflorum

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A-J. Specific aroma compounds in the essential oil are camphor (32%), eucalyptol (19%), ⍺-bisabolene (17%), eugenol (14%), germacrene (11%) and β-bisabolene...

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Terpin

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ammonium chloride, beechwood creosote, benzoin preparations, camphor, eucalyptol/eucalyptus oil, iodines, ipecac syrup, menthol/peppermint oil, pine tar...

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Helichrysum gymnocephalum

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purposes. This oil mostly consists of 1,8-Cineole, the organic compound Eucalyptol, which may account for these properties. In 1999, the non-profit organization...

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Minthostachys mollis

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menthone menthol (−)-β-pinene (−)-α-pinene limonene isomenthone piperic acid eucalyptol carvone In the flowering tops 19 compounds were identified in the essential...

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Toilet Duck

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2-methoxy-4-propylphenol, 3,7-dimethyloct-6-enenitrile, coumarin, dipropylene glycol, eucalyptol, geraniol, isobornyl acetate, isobutyl salicylate, linalool. Liquid Citrus:...

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Limonene

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Menthol p-Cymene Thujaplicins (Hinokitiol) Thymol Perillyl alcohol Carvacrol Bicyclic Camphor Borneol Bornyl acetate Eucalyptol Ascaridole Umbellulone...

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Euparal

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mixture of camsal (itself a mixture of camphor and salol), sandarac, eucalyptol, and paraldehyde and has a lower refractive index than Canada balsam....

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Jackfruit

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Candlenut Capuacu Carnauba Chaulmoogra (Hydnocarpus wightiana) Cocoa butter Eucalyptol Eucalyptus Illipe Japan wax Kokum Kombo Kpangnan Kusum Mafura Mahua Mango...

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Paracetamol

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BCTC Calcium (intracellular) CIM-0216 Cold Coolact P Cooling Agent 10 Eucalyptol (eucalyptus) Frescolat MGA Frescolat ML Geraniol Hydroxycitronellal Icilin...

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Thyme

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BCTC Calcium (intracellular) CIM-0216 Cold Coolact P Cooling Agent 10 Eucalyptol (eucalyptus) Frescolat MGA Frescolat ML Geraniol Hydroxycitronellal Icilin...

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Onion

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List of additives in cigarettes

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4-Ethylbenzaldehyde 4-Ethylguaiacol 4-Ethylphenol (para-ethylphenol) Eucalyptol Farnesol D-Fenchone Fennel sweet oil Fenugreek, extract, resin, and absolute...

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Coconut

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Candlenut Capuacu Carnauba Chaulmoogra (Hydnocarpus wightiana) Cocoa butter Eucalyptol Eucalyptus Illipe Japan wax Kokum Kombo Kpangnan Kusum Mafura Mahua Mango...

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Lavandula latifolia

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The genus name Lavandula simply means lavender. Camphor (10.8–23.2%) Eucalyptol (28.0–34.9%) Borneol (0.9–3.6%) α-Pinene(? %) β-Pinene(0.8–2.6%) Caryophyllene...

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Brazil nut

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Juniper berry

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Candlenut Capuacu Carnauba Chaulmoogra (Hydnocarpus wightiana) Cocoa butter Eucalyptol Eucalyptus Illipe Japan wax Kokum Kombo Kpangnan Kusum Mafura Mahua Mango...

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Eucalyptus globulus

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pharmaceutical use. In 1870, Cloez identified and ascribed the name "eucalyptol" — now more often called cineole — to the dominant portion of E. globulus...

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Resin

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Hydrogen peroxide

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Lippia graveolens

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contains 0-81% thymol, 0-48% carvacrol, 3-30% para-cymene, and 0-15% eucalyptol. The first two components give the plant a flavor similar to oregano (to...

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