Basic information
- CAS
1195-92-2- Standard SMILES
C=C(C)C1CCC2(C)OC2C1- InChIKey
CCEFMUBVSUDRLG-UHFFFAOYSA-N- Molecular formula
- C10H16O
- Average molar mass
- 152.23 g/mol
- Monoisotopic mass
- 152.12011513
Overview
Limonene 1,2-epoxide is an epoxide resulting from the formal epoxidation of the cyclic double bond of limonene. It has a role as a plant metabolite. It is a limonene monoterpenoid and an epoxide.
Names & identifiers
- Preferred name
- Limonene oxide
- IUPAC
- 1-methyl-4-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane
- English name
- (+)-Limonene oxide 97% mixture of cis&
- Molecular formula
- C10H16O
- Molecular weight
- 152.23
Names & synonyms
Limonene oxide1195-92-21-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptane7-Oxabicyclo[4.1.0]heptane, 1-methyl-4-(1-methylethenyl)-4-Isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptane(+)-Limonene oxidep-Menth-8-ene, 1,2-epoxy-MFCD000051271-methyl-4-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane1-Methyl-4-(1-methylethenyl)-7-oxabicyclo(4.1.0)heptaneNSC120451-Methyl-4-(1-methylvinyl)-7-oxabicyclo(4.1.0)heptane
Show more names
Limonene epoxideeneoxyLiMonene oxydelimoneneepoxideD-LIMONENEOXIDElimonenemonoxidelimonene1,2-oxideLimonene monoxideLimonene 1,2-oxide
1-Methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptane1-methyl-4-(1-methylvinyl)-7-oxabicyclo[4.1.0]heptane7-Oxabicyclo(4.1.0)heptane, 1-methyl-4-(1-methylethenyl)-CCRIS 3763EINECS 214-805-1NSC 120451-methyl-4-(1-methylethenyl)-7-oxabicyclo(4.1.0)heptan1-methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptan
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 12.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 197
Experimental & physicochemical properties
FragrancesFragrance Ingredient (d-8-p-Menthene-1,2-epoxide) -> IFRA transparency List
Density0.926-0.936 (20 °C)
Solubility
Practically insoluble to insoluble in water
Soluble (in ethanol)
Boiling Point198º
Refractive Index1.464-1.474
Physical Description
Liquid
Colourless to pale yellow liquid; fresh clean citrus aroma
Physicochemical properties
- Boiling point
- 113 · 113-114 °C50 mm Hg(lit.)
- Density
- 0.929 g/mL · 0.929 g/mL at 25 °C(lit.)
- FEMA
- 4655 · 4655 | D-8-P-MENTHENE-1,2-EPOXIDE
- refractive index
- 20 · n20/D 1.466(lit.)
- Flash point
- 150 °F · 150 °F
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 86% (98 of 114) of all reports.
Warning
H315 (14%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P271, P272, P280, P302+P352, P304+P340, P319, P321, P332+P317, P333+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 114 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 7-Oxabicyclo[4.1.0]heptane, 1-methyl-4-(1-methylethenyl)-
7-Oxabicyclo[4.1.0]heptane, 1-methyl-4-(1-methylethenyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 7-Oxabicyclo[4.1.0]heptane, 1-methyl-4-(1-methylethenyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
7-Oxabicyclo4.1.0heptane, 1-methyl-4-(1-methylethenyl)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesSkin Irrit. 2 (14%)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- Toxicity
- mouse,LD50,intramuscular,100mg/kg (100mg/kg),Journal of Scientific and Industrial Research, Section C: Biological Sciences. Vol. 21, Pg. 342, 1962.
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H227
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
U.S. Production2023: 1,000,000 - <5,000,000 lb
Industry UsesOdor agents
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information
Soap, Cleaning Compound, and Toilet Preparation Manufacturing
7-Oxabicyclo[4.1.0]heptane, 1-methyl-4-(1-methylethenyl)-: ACTIVE
Applications
UsesUsed as a flavoring agent.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
6 records
Compound notes
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