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Fenchone

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Fenchone Basic information

Product Name:
Fenchone
Synonyms:
  • 2-Norbornanone, 1,3,3-trimethyl-
  • 2-norbornanone,1,3,3-trimethyl-,(±)-
  • 3,3-dimethyl-
  • 3,3-dimethyl-8,9-dinorbornan
  • 3,3-dimethyl-8,9-dinorbornan-2-one
  • bicyclo[2.2.1]heptan-2-one,1,3,3-trimethyl-,DL-
  • Bicyclo[2.2.1]heptane-2-one,1,3,3-trimethyl
  • DL-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one
CAS:
1195-79-5
MF:
C10H16O
MW:
152.23
EINECS:
214-804-6
Mol File:
1195-79-5.mol
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Fenchone Chemical Properties

Melting point:
191.0-192.5℃
Boiling point:
193-193.5℃
Density 
0.9484 g/cm3 (20 ºC)
vapor pressure 
1.089hPa at 25℃
refractive index 
1.4640 (589.3 nm 20℃)
Odor
Cooling, camphoreous, mentholic, pine-like, terpenic and fresh
Odor Type
balsamic
Water Solubility 
744mg/L at 25℃
Dielectric constant
12.0（20℃）
InChI
InChI=1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3
InChIKey
LHXDLQBQYFFVNW-UHFFFAOYSA-N
SMILES
C12(C)CC(CC1)C(C)(C)C2=O
LogP
3.52
EPA Substance Registry System
Fenchone (1195-79-5)
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Fenchone Usage And Synthesis

Chemical Properties

Fenchone occurs as (1R,4S)-(?)-fenchone,, in fennel oils. It is a colorless, slightly viscous liquid with a camphoraceous odor.
(1S,4R)-(+)-Fenchone is prepared by dehydrogenation of (?)-fenchol. (?)-Fenchyl esters are obtained, alongwith other compounds, by addition of carboxylic acids to α-pinene. Hydrolysis of the esters yields (?)-fenchol. Fenchone is used to prepare artificial fennel oils and to perfume household products.

Uses

Fenchone is a monoterpene with anti-inflammatory and antimicrobial properties. It also inhibits β-secretase (BACE1), a drug target for Alzheimer''s disease.

Uses

Fenchone has a wide range of uses, such as:
1. constituent of absinthe and the essential oil of fennel
2. used to repel insects
3. used as flavor in candy and baked goods, as well as alcoholic and non-alcoholic beverages
4. used for soaps, detergents, perfumes, lotions

Definition

ChEBI: Fenchone is a carbobicyclic compound that is fenchane in which the hydrogens at position 2 are replaced by an oxo group. It is a component of essential oil from fennel (Foeniculum vulgare). It has a role as a plant metabolite. It is a fenchane monoterpenoid, a cyclic terpene ketone and a carbobicyclic compound.

Flammability and Explosibility

Not classified

FenchoneSupplier

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