Basic information
- CAS
470-67-7- Standard SMILES
CC(C)C12CCC(C)(CC1)O2- InChIKey
RFFOTVCVTJUTAD-AOOOYVTPSA-N- Molecular formula
- C10H18O
- Average molar mass
- 154.25 g/mol
- Monoisotopic mass
- 154.13576519
Overview
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 central nervous system depressant, a fumigant insecticide and a plant metabolite. It is a cineole and an oxabicycloalkane.
Names & identifiers
- Preferred name
- 1,4-Cineole
- IUPAC
- 1-methyl-4-propan-2-yl-7-oxabicyclo[2.2.1]heptane
- English name
- 1,4-Cineole
- Molecular formula
- C10H18O
- Molecular weight
- 154.25
Names & synonyms
1,4-Cineole470-67-7Isocineole1,4-Cineol1,4-EPOXY-P-MENTHANE1-Isopropyl-4-methyl-7-oxabicyclo[2.2.1]heptaneIsocineplep-Menthane, 1,4-epoxy-FEMA No. 3658p-Menthane, 1,4-epoxy1-methyl-4-propan-2-yl-7-oxabicyclo[2.2.1]heptane1-Methyl-4-(1-methylethyl)-7-oxabicyclo(2.2.1)heptane
Show more names
FEMA 3658CINEOL 1,4CINEOLE, 1,4-CINEOLE, 1,4-(RG)CINEOLE, 1,4-(SG)1,4-epoxy-p-menthan
1-Isopropyl-4-methyl-7-oxabicyclo(2.2.1)heptane7-Oxabicyclo(2.2.1)heptane, 1-isopropyl-4-methyl-1-methyl-4-(propan-2-yl)-7-oxabicyclo[2.2.1]heptane7-Oxabicyclo(2.2.1)heptane, 1-methyl-4-(1-methylethyl)-MFCD00209502B55JTU839B7-Oxabicyclo[2.2.1]heptane, 1-methyl-4-(1-methylethyl)-4-isopropyl-1-methyl-7-oxabicyclo[2.2.1]heptane
Database identifiers
- CAS
470-67-7- PubChem CID
- 10106
- DTXSID
DTXSID3047396
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 9.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 164
Experimental & physicochemical properties
SpringerMaterials PropertiesOptical coefficient
LogP
2.97
2.97
Boiling Point65.00 °C. @ 16.00 mm Hg
Melting Point1 °C
Physical DescriptionLiquid
Physicochemical properties
- Melting point
- -46 °C · -46 °C (lit.)
- Boiling point
- 65 °C/16 · 65 °C/16 mmHg (lit.)
- Density
- 0.887 g/mL · 0.887 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.445(lit.)
- FEMA
- 3658 · 3658 | 1,4-CINEOLE
- FLAVIS Number
- 3.007 · 03.007 | 1,4-Cineole
- Flash point
- 118 °F · 118 °F
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 10
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- OS9274000
- ridadr
- UN 1993 3/PG 3
- hs_code
- 2932.19.5100
- risk_code
- 10
- Signal word
- Warning
- Symbol(GHS)
- GHS02
- safety_code
- 16
- hazard_class
- 3.2
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
- Hazard statements
- H226
- Hazard Classifications
- Flam. Liq. 3
- Precautionary statements
- P210-P370+P378
- Hazardous Substances Data
- 470-67-7(Hazardous Substances Data)
Chemistry & industry
Pharmacology
Metabolism/Metabolites1_4_cineole has known human metabolites that include 7-Oxabicyclo[2.2.1]heptan-2-ol, 1-methyl-4-(1-methylethyl)-.
Cellular LocationsExtracellular
Uses & manufacturing
Use ClassificationFlavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Applications
OccurrenceReported 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.
UsesApart 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.
General Description1,4-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.
Suppliers100 total
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
銘瑞集團有限公司17318633522 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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