1,4-cineole

4-methyl-1-propan-2-yl-7-oxabicyclo[2.2.1]heptane

CAS: 470-67-7 C10 H18 O MW: 154.25266000 herbal cooling

Identification

Name1,4-cineole
IUPAC4-methyl-1-propan-2-yl-7-oxabicyclo[2.2.1]heptane
CAS Number470-67-7
EINECS207-428-9
FDA UNIIB55JTU839B
Molecular FormulaC10 H18 O
Molecular Weight154.25266000
MDL NumberMFCD00209502
Nikkaji NumberJ5.939K
Beilstein0104974
CoE Number11225

Regulatory

JECFA Food Flavoring1233 1,4-cineole
DG SANTE Food Flavourings03.007 1,4-cineole
FEMA Number3658
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)470-67-7 ; 1,4-CINEOLE
FDA RegulationFDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION

Physical Properties

Appearance colorless clear liquid (est)
Assay 75.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.88700 @ 25.00 °C.
Refractive Index 1.45700 @ 20.00 °C.
Melting Point -46.00 °C. @ 760.00 mm Hg
Boiling Point 65.00 °C. @ 16.00 mm Hg, 172.00 to 174.00 °C. @ 760.00 mm Hg
Vapor Pressure 1.930000 mmHg @ 25.00 °C.
Flash Point 118.00 °F. TCC ( 47.78 °C. )
logP (o/w) 2.970
Soluble in alcohol

Cosmetic Information

CosIng['cosmetic data2', 'cosmetic data']
Cosmetic Usesperfuming agents

Organoleptic Properties

Odor Strength high ,
Substantivity 4 hour(s) at 100.00 %
Odor Description
at 10.00 % in dipropylene glycol.
Minty, cooling piney, camphoraceous, eucalyptol-like
Taste Description at 40.00 ppm.

Safety Information

Preferred SDSView
European informationR 10 - Flammable.
Oral/Parenteral Toxicityoral-rat LD50 3100 mg/kg
Dermal Toxicityskin-rabbit LD50 > 5000 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for 1,4-cineole usage levels up to40.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU)3.90 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)146.00 (μg/capita/day)
Structure ClassII
baked goods-
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum-
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy-
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

FR citrus FR eucalyptus oil replacer FL fruit tropical fruit FR lime FR mint FR spice

Natural Occurrence

anise star anise fruit anise star anise seed boldo leaf oil italy @ 0.92% Data boldus leaf oil chile @ 0.51% Data brandy PMC cardamom fruit cardamom seed oil cocoa cubeb grape grapefruit juice juniper needle oil @ 4.00% Data lavender spike water @ 29.13% Data lemon lime fruit lime oil CO2 extract mexico @ 3.36% Data lime oil distilled mexico @ 2.32% Data lime oil distilled peru @ 3.52% Data mandarin orange fruit roselle calyx tea tree oil australia @ trace% Data

Synonyms

7-oxa bicyclo(2.2.1)heptane, 1-isopropyl-4-methyl- 7-oxa bicyclo(2.2.1)heptane, 1-methyl-4-(1-methylethyl)- 7-oxa bicyclo[2.2.1]heptane, 1-methyl-4-(1-methylethyl)- 1,4- cineole iso cineole 1,4- cineole (natural) 1,4- cineole natural 1,4- cineole synthetic 1,4- epoxy-p-menthane 1,4- epoxy-para-menthane iso eucalyptol p- menthane, 1,4-epoxy 4- methyl-1-propan-2-yl-7-oxabicyclo[2.2.1]heptane 1- methyl-4-(1-methyl ethyl)-7-oxabicyclo(2.2.1)heptane 1- methyl-4-(1-methylethyl)-7-oxabicyclo(2.2.1)heptane 1- methyl-4-(1-methylethyl)-7-oxabicyclo[2.2.1]heptane 1- methyl-4-(propan-2-yl)-7-oxabicyclo[2.2.1]heptane 1-iso propyl-4-methyl-7-oxabicyclo(2.2.1)heptane 1-iso propyl-4-methyl-7-oxabicyclo[2.2.1]heptane PubMed: Nematicidal activity of the essential oil of Rhododendron anthopogonoides aerial parts and its constituent compounds against Meloidogyne incognita. PubMed: Inhibition by menthol and its related chemicals of compound action potentials in frog sciatic nerves. PubMed: 1,8-cineole, a TRPM8 agonist, is a novel natural antagonist of human TRPA1. PubMed: Toxicity of Rhododendron anthopogonoides essential oil and its constituent compounds towards Sitophilus zeamais. PubMed: Interactions between novel terpenes and main components of rat and human skin: mechanistic view for transdermal delivery of propranolol hydrochloride. PubMed: Herbicidal activity of cineole derivatives. PubMed: [Analysis of the chemical constituents of essential oil from Chimonanthus zhejiangensis by GC-MS]. PubMed: Anxiolytic-like effect of the monoterpene 1,4-cineole in mice. PubMed: Roles of cytochrome P450 3A enzymes in the 2-hydroxylation of 1,4-cineole, a monoterpene cyclic ether, by rat and human liver microsomes. PubMed: Inhibition of plant asparagine synthetase by monoterpene cineoles. PubMed: [GC-MS analysis of constituents of essential oils from stems of Ephedra sinica Stapf, E. intermedia Schrenk et C.A. Mey. and E. equisetina Bge]. PubMed: A soluble Bacillus cereus cytochrome P-450cin system catalyzes 1,4-cineole hydroxylations. PubMed: Biotransformation of 1,4-cineole, a monoterpene ether. PubMed: Microbial hydroxylation of 1,4-cineole. PubMed: Effect of odor quality and intensity on conditioned odor aversion learning in the rat.