CIVETONE

CIVETONE Basic information
Product Name:CIVETONE
Synonyms:(z)-9-cycloheptadecen-1-on;(Z)-9-Cycloheptadecen-1-one;10-Ketocycloheptadecene;10-Oxocycloheptadecene;9-Cycloheptadecen-1-one,(Z)-;cis-9-cycloheptadecen-1-one;cis-Civetone;Zibeton
CAS:542-46-1
MF:C17H30O
MW:250.42
EINECS:208-813-4
Product Categories:
Mol File:542-46-1.mol
CIVETONE Structure
CIVETONE Chemical Properties
Melting point 31-32°
Boiling point bp742 342°; bp2 59°
density d433 0.917
FEMA 3425 | CYCLOHEPTADECA-9-EN-1-ONE
refractive index nD33.4 1.4830
Odorat 1.00 % in dipropylene glycol. clean musk dry animal sweet
Odor Typemusk
JECFA Number1401
LogP6.31
EPA Substance Registry System9-Cycloheptadecen-1-one, (9Z)- (542-46-1)
Safety Information
Hazard Codes Xi
Risk Statements 38
Safety Statements 36/37
toxicityThe acute oral LD50 value in rats was reported as > 5 g/kg and the acute dermal LD50 value in rabbits exceeded 2 g/kg (Moreno. 1974).
MSDS Information
CIVETONE Usage And Synthesis
Chemical PropertiesCIVETONE is a colorless liquid with warm, sensual, animalic musky odor and extreme tenacity. It is themain odoriferous constituent of civet.Civetonewas formerly prepared bymultistep syntheses, for example. Recently, newer processes using dimethyl (Z)-9-octadecendioate as starting material have been described. This is cyclized by a Dieckmann condensation either in liquid or in gaseous phase. (Z)-9-Octadecendioic acid is available by microbial oxidation of oleic acid with Candida tropicalis.
It is used in fine fragrance compositions for, for example, toiletries and body care products.
Chemical PropertiesCycloheptadeca-9-en-1-one has an obnoxious animal-gland odor. It can be pleasant at extreme dilutions.
OccurrenceIn civet (cis-form).
UsesIn perfumery.
DefinitionChEBI: A macrocycle that is cycloheptadecanone with an unsaturation at position 9 (the 9Z-stereoisomer). It has been found in African Civets.
PreparationFrom aleuritic acid, the trans- form only; the cis- and trans-forms from ethyl-9-keto heptadecanedioate.
Aroma threshold valuesDetection: 3 ppb
Safety ProfileA skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
CIVETONE Preparation Products And Raw materials
Raw materialsEthyl acetoacetate-->Palmitic acid-->Undecenoic acid-->Semicarbazide-->Chromic acid-->Shellac-->CIVET
Benedict's reagent Musk ketone Rust remover PHYSALIN D 1-HEPTADECENE Androst-2-en-17-one Methoxydienone 2,(5-ALPHA)-ANDROSTEN-11,17-DIONE trans-Civetone,(E)-9-Cycloheptadecen-1-one 2,(5-ALPHA)-ANDROSTEN-11-ALPHA-OL-17-ONE ACETATE CIVETONE 2,(5-ALPHA)-ANDROSTEN-3-OL-17-ONE ACETATE 2,(5-ALPHA)-ANDROSTEN-11-ALPHA-OL-17-ONE 2,5(10)-ESTRADIEN-3-OL-17-ONE 3-METHYL ETHER

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