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Home > Encyclopedia > (±)-Fenchone

(±)-Fenchone

(±)-Fenchone structure

(±)-Fenchone 

structure
  • CAS No:

    1195-79-5

  • Formula:

    C10H16O

  • Chemical Name:

    (±)-Fenchone

  • Synonyms:

    Bicyclo[2.2.1]heptan-2-one,1,3,3-trimethyl-;2-Norbornanone,1,3,3-trimethyl-;1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one;Fenchone;1,3,3-Trimethyl-2-norbornanone;1,3,3-Trimethylnorcamphor;dl-Fenchone;(±)-Fenchone;NSC 122687;NSC 8896;126-21-6;18492-37-0;1071582-04-1

  • Categories:

    Cosmetic Ingredient  >  Perfuming

Description

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.


Liquid|Clear colorless to pale yellow liquid, Camphor herbal earthy woody aroma


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.

(±)-Fenchone Basic Attributes

152.237

152.23

214-804-6

122687|8896

DTXSID9025324

2914299000

Characteristics

17.1

3.52

Liquid

0.9443 g/cm3 @ Temp: 20 °C

5 °C

191-193 °C

52.8ºC

1.4640 (589.3 nm 20℃)

Practically insoluble to insoluble

0.82 mmHg

Safety Information

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501

H226

|Warning|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501|Aggregated GHS information provided by 312 companies from 2 notifications to the ECHA C&L Inventory.

Drug Information

1,3,3-trimethyl-2-norbornanone

(±)-Fenchone Use and Manufacturing

Uses

Flavouring Agent -> FLAVOURING_AGENT; -> JECFA Functional Classes|Flavoring Agents -> JECFA Flavorings Index

Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-: ACTIVE

Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]

Flavouring Agent -> FLAVOURING_AGENT;|Flavoring Agents

Computed Properties

Molecular Weight:152.23
XLogP3:2.3
Hydrogen Bond Acceptor Count:1
Exact Mass:152.120115130
Monoisotopic Mass:152.120115130
Topological Polar Surface Area:17.1
Heavy Atom Count:11
Complexity:217
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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