1,3,3-Trimethyl-2-norbornanone

Names

[ Name ]:
1,3,3-Trimethyl-2-norbornanone

[Synonym ]:
d-Fenchone
(S)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one
Bicyclo(2.2.1)heptan-2-one, 1,3,3-trimethyl-, (1S,4R)-
(1S,4R)-fenchone
(1S,4R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one
d-1,3,3-Trimethyl-2-norbornanone
MFCD00070689
EINECS 225-160-0
Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1S,4R)-
2-Norbornanone, 1,3,3-trimethyl-, (1S,4R)-(+)-
d-1,3,3-Trimethyl-2-norcamphanone
(+)-1,3,3-Trimethyl-2-norbornanone,(1S)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one
(-)-FENCHONE
D(+)-Fenchone
(+)-1,3,3-Trimethyl-2-norbornanone

Biological Activity

[Description]:

(+)-Fenchone exists in fennel seed oil (Foenicufum vulgare Mill.) and in the oil of Lavandula stoechas. Fenchone is used as a flavor in foods and in perfumery[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[In Vitro]

(+)-Fenchone is one enantiomer of Fenchone occur in a number of essential oils[1].

[References]

[1]. Uzi Ravid, et al. Chiral gc analysis of enantiomerically pure fenchone in essential oils.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
193.5±0.0 °C at 760 mmHg

[ Melting Point ]:
5-6ºC(lit.)

[ Molecular Formula ]:
C₁₀H₁₆O

[ Molecular Weight ]:
152.233

[ Flash Point ]:
69.3±10.7 °C

[ Exact Mass ]:
152.120117

[ PSA ]:
17.07000

[ LogP ]:
2.13

[ Vapour Pressure ]:
0.5±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.485

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RB7875200

CHEMICAL NAME :: 2-Norbornanone, 1,3,3-trimethyl-, (1R,4S)-(+)-

CAS REGISTRY NUMBER :: 4695-62-9

LAST UPDATED :: 199707

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C10-H16-O

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 6160 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Olfaction) - effect, not otherwise specified Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - somnolence (general depressed activity)

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 2,327,1964

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R10

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
UN 1224 3/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
RB7875200

[ Packaging Group ]:
III

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

[Chemical composition of essential oil obtained from Romanian fennel fruits].

Rev. Med. Chir. Soc. Med. Nat. Iasi. 115(2) , 590-4, (2011)

For therapeutical purposes, fennel (Foeniculum vulgare Mill.), an important aromatic plant, is used for its expectorant, antispasmodic, carminative and diuretic properties. The chemical composition, e...

Biosynthesis of monoterpenes: conversion of the acyclic precursors geranyl pyrophosphate and neryl pyrophosphate to the rearranged monoterpenes fenchol and fenchone by a soluble enzyme preparation from fennel (Foeniculum vulgare).

Arch. Biochem. Biophys. 200(2) , 524-33, (1980)

Kinetics and mechanisms of the tropospheric reactions of menthol, borneol, fenchol, camphor, and fenchone with hydroxyl radicals (OH) and chlorine atoms (Cl).

J. Phys. Chem. A 116(16) , 4097-107, (2012)

Relative kinetic techniques have been used to measure the rate coefficients for the reactions of oxygenated terpenes (menthol, borneol, fenchol, camphor, and fenchone) and cyclohexanol with hydroxyl r...