dextro-limonene oxide
Identification
| Name | dextro-limonene oxide |
| IUPAC | (4R)-1-methyl-3-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane |
| CAS Number | 203719-54-4 |
| FDA UNII | 278IM94GXB |
| Molecular Formula | C10 H16 O |
| Molecular Weight | 152.23672000 |
| MDL Number | MFCD00074770 |
| Nikkaji Number | J185.800I |
| Beilstein | 0080231 |
Regulatory
| FEMA Number | 4656 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 203719-54-4 ; D-8-P-MENTHENE-1,2-EPOXIDE |
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 95.00 to 100.00 sum of isomers |
| Food Chemicals Codex Listed | No |
| Boiling Point | 197.00 to 198.00 °C. @ 760.00 mm Hg, 113.00 to 114.00 °C. @ 50.00 mm Hg |
| Vapor Pressure | 0.515000 mmHg @ 25.00 °C. (est) |
| Flash Point | 150.00 °F. TCC ( 65.56 °C. ) |
| logP (o/w) | 3.200 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
Organoleptic Properties
| Odor Description | at 100.00 %. |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | oral-mouse LD50 2700 ul/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Recommendation for dextro-limonene oxide usage levels up to | 2.0000 % in the fragrance concentrate. |
| baked goods | - |
| beverages(nonalcoholic) | 0.10000 |
| beverages(alcoholic) | 0.20000 |
| breakfast cereal | - |
| cheese | - |
| chewing gum | 1.00000 |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | - |
| fruit ices | - |
| gelatins / puddings | 0.20000 |
| granulated sugar | - |
| gravies | - |
| hard candy | 0.50000 |
| imitation dairy | - |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | - |
| milk products | - |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | - |
| snack foods | - |
| soft candy | - |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
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Potential Uses
Natural Occurrence
Synonyms
7-oxa
bicyclo[4.1.0]heptane, 1-methyl-4-(1-methylethenyl)-, (4R)- (9CI)
D-1,2-
epoxy-p-menth-8-ene
dextro-1,2-
epoxy-para-menth-8-ene
D-1,2-
epoxylimonene
dextro-1,2-
epoxylimonene
(+)-
limonene 1,2-epoxide
D-
limonene 1,2-epoxide
dextro-
limonene 1,2-epoxide
D-
limonene 1,2-oxide
dextro-
limonene 1,2-oxide
D-
limonene epoxide
dextro-
limonene epoxide
D-
limonene monoxide
dextro-
limonene monoxide
(+)-
limonene oxide
D-
limonene oxide
(4R)-
limonene-1,2-epoxide
D-8-p-
menthene-1,2-epoxide
dextro-8-para-
menthene-1,2-epoxide
L-8-p-
menthene-1,2-epoxide
(4R)-1-
methyl-3-(1-methyl ethenyl)-7-oxabicyclo(4.1.0)heptane
(4R)-1-
methyl-3-(1-methyl vinyl)-7-oxabicyclo(4.1.0)heptane
(4R)-1-
methyl-3-(prop-1-en-2-yl)-7-oxabicyclo(4.1.0)heptane
(4R)-1-
methyl-3-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane
PubMed:
Study of ozone-initiated limonene reaction products by low temperature plasma ionization mass spectrometry.
PubMed:
Olfactory discrimination ability of South African fur seals (Arctocephalus pusillus) for enantiomers.
PubMed:
Total synthesis of (+)-cymbodiacetal: a re-evaluation of the biomimetic route.
PubMed:
Evaluation of allergenicity of constituents of myoga using the murine local lymph node assay.
PubMed:
Conformational preference of a chiral terpene: vibrational circular dichroism (VCD), infrared and Raman study of S-(-)-limonene oxide.
PubMed:
Structure and spasmolytic activity relationships of monoterpene analogues found in many aromatic plants.
PubMed:
Acaricidal activity of limonene, limonene oxide and beta-amino alcohol derivatives on Rhipicephalus (Boophilus) microplus.
PubMed:
Chemical and physical stability of protein and gum arabic-stabilized oil-in-water emulsions containing limonene.
PubMed:
Screening of antibacterial activities of twenty-one oxygenated monoterpenes.
PubMed:
Antinociceptive activity of structural analogues of rotundifolone: structure-activity relationship.
PubMed:
Chemical and physical stability of citral and limonene in sodium dodecyl sulfate-chitosan and gum arabic-stabilized oil-in-water emulsions.
PubMed:
Toxicity study of the volatile constituents of Myoga utilizing acute dermal irritation assays and the Guinea-pig Maximization test.
PubMed:
Evaluation of characteristic aroma compounds of Citrus natsudaidai Hayata (Natsudaidai) cold-pressed peel oil.
PubMed:
Stereoselective biotransformation of limonene and limonene oxide by cyanobacterium, Synechococcus sp. PCC 7942.
PubMed:
[Terpenoids in root exudates of different allelopathic rice varieties].
PubMed:
The number of functional olfactory receptor genes and the relative size of olfactory brain structures are poor predictors of olfactory discrimination performance with enantiomers.
PubMed:
Alternating copolymerization of limonene oxide and carbon dioxide.
PubMed:
Olfactory discrimination ability of human subjects for enantiomers with an isopropenyl group at the chiral center.
PubMed:
Patch testing with oxidized R-(+)-limonene and its hydroperoxide fraction.
PubMed:
Determination of limonene oxidation products using SPME and GC-MS.
PubMed:
Oxide terpenes as human skin penetration enhancers of haloperidol from ethanol and propylene glycol and their modes of action on stratum corneum.
PubMed:
Effects of storage conditions on the composition of Citrus tamurana Hort. ex Tanaka (hyuganatsu) essential oil.
PubMed:
Characterization of tert-butyl alcohol binding to alpha2u-globulin in F-344 rats.
PubMed:
Biotransformation of (R)-(+)- and (S)-(-)-limonene by fungi and the use of solid phase microextraction for screening.
PubMed:
Aroma-active compounds of miniature beefsteakplant (Mosla dianthera Maxim).
PubMed:
Evaluation of the in vivo interaction of methyl tert-butyl ether with alpha2u-globulin in male F-344 rats.
PubMed:
2-sec-butyl-4,5-dihydrothiazole is a ligand for mouse urinary protein and rat alpha 2u-globulin: physiological and toxicological relevance.
PubMed:
Effect of selected monoterpenes on methane oxidation, denitrification, and aerobic metabolism by bacteria in pure culture.
PubMed:
In vitro uptake of methyl tert-butyl ether in male rat kidney: use of a two-compartment model to describe protein interactions.
PubMed:
Electroantennogram activity from antennae ofCeratitis capitata (Wied.) to fresh orange airborne volatiles.
PubMed:
Inhibition of tumor cell growth by monoterpenes in vitro: evidence of a Ras-independent mechanism of action.
PubMed:
Air oxidation of d-limonene (the citrus solvent) creates potent allergens.
PubMed:
Animal experiments on the allergenicity of d-limonene--the citrus solvent.
PubMed:
Design of a gas chromatograph with parallel radioactivity and mass spectrometric detection. Application to the identification of the major metabolite of d-limonene associated with alpha 2u-globulin.
PubMed:
Characteristics of chemical binding to alpha 2u-globulin in vitro--evaluating structure-activity relationships.