1,4-Cineole
1,4-Cineole Basic information
- Product Name:
- 1,4-Cineole
- Synonyms:
-
- FEMA 3658
- ISOCINEOLE
- CINEOLE, 1,4-
- 1,4-cineol
- 1,4-epoxy-p-menthan
- 1,4-Epoxy-p-menthane
- 1-isopropyl-4-methyl-7-oxabicyclo(2.2.1)heptan
- 1-methyl-4-(1-methylethyl)-7-oxabicyclo(2.2.1)heptan
- CAS:
- 470-67-7
- MF:
- C10H18O
- MW:
- 154.25
- EINECS:
- 207-428-9
- Product Categories:
-
- Miscellaneous Natural Products
- Mol File:
- 470-67-7.mol
1,4-Cineole Chemical Properties
- Melting point:
- -46 °C (lit.)
- Boiling point:
- 65 °C/16 mmHg (lit.)
- Density
- 0.887 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.445(lit.)
- FEMA
- 3658 | 1,4-CINEOLE
- Flash point:
- 118 °F
- storage temp.
- Store at -20°C
- Water Solubility
- Slightly soluble in water
- solubility
- Almost insoluble in water, soluble in alcohol and oils. DMSO: 125 mg/mL (810.37 mM)
- form
- Liquid
- color
- Colorless to Almost colorless
- Odor
- Cool, somewhat spicy-herbaceous taste
- Odor Type
- herbal
- JECFA Number
- 1233
- BRN
- 104974
- LogP
- 2.97
- CAS DataBase Reference
- 470-67-7(CAS DataBase Reference)
- NIST Chemistry Reference
- 7-Oxabicyclo[2.2.1]heptane, 1-methyl-4-(1-methylethyl)-(470-67-7)
- EPA Substance Registry System
- 1,4-Cineole (470-67-7)
Safety Information
- Risk Statements
- 10
- Safety Statements
- 16
- RIDADR
- UN 1993 3/PG 3
- WGK Germany
- 2
- RTECS
- OS9274000
- F
- 10
- HS Code
- 2932.19.5100
- HazardClass
- 3.2
- PackingGroup
- III
- Hazardous Substances Data
- 470-67-7(Hazardous Substances Data)
MSDS
- Language:English Provider:SigmaAldrich
1,4-Cineole Usage And Synthesis
Chemical Properties
1,4-Cineole has a light and mild camphoraceous odor and a cool, mildly spice-like flavor.
Occurrence
Reported present in Piper cubeba, lime peel oil, apricot, cardamom (Eleteria cardamomun Maton), orange juice, grapefruit juice, laurel (Laurus nobilis L), rosemary and mastic gum leaf oil. It is also present in various essential oils; Boldea fragrans Juss., Xanthoxylum rhetsa D.C. and Ormenis multicaulis.
Uses
Apart from the academic interest related to the olfactory similarity or dissimilarity) of isomer chemicals, there is not much interest in this chemical. It is not nearly as readily available as its isomer, Eucalyptol.
Definition
ChEBI: 1,4-cineole is an oxabicycloalkane consisting of p-menthane with an epoxy bridge across positions 1 and 4. It has a role as a plant metabolite, a fumigant insecticide and a central nervous system depressant. It is a cineole and an oxabicycloalkane.
Taste threshold values
Taste characteristics at 40 ppm: cooling, minty, menthol-like, green and herbal, with a terpy and camphoraceous nuance.
General Description
1,4-Cineole is present in eucalyptus oil. It activated both human TRPA1 (a sensor of noxious cold) and human TRPM 8 (a thermosensitive receptor). It is a natural monoterpene that inhibits plant growth.
Synthesis
Its structure has been confirmed through synthesis.*
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1,4-Cineole(470-67-7)Related Product Information
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- Methyl
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- Cinmethylin
- 2,2,5,5-TETRAMETHYLTETRAHYDROFURAN
- 7-OXABICYCLO[2.2.1]HEPTANE
- 1,4-Cineole
- Eucalyptol Ex-Eucalyptus Oil
- (-)-end-2-Hydroxy-1,8-cineole,2α-Hydroxy-1,8-cineole
- 2,3-dehydro-1,8-cineole,1,3,3-trimethyl-2-oxabicyclo[2.2.2]oct-5-ene,dehydrocineole