(-)-FENCHONE

ChemicalBook > CAS DataBase List > (-)-FENCHONE

Product Name: (-)-FENCHONE
CAS No.: 7787-20-4
Chemical Name: (-)-FENCHONE
Synonyms: L-FENCHONE;(-)-FENCHONE;L(-)-FENCHONE;FENCHONE, (-)-;ALPHA-FENCHONE;laevo-fenchone;(-)-Fenchone>L-ALPHA-FENCHONE;(1R,4S)-fenchone;L-FENCHONE 98+%
CBNumber: CB2283113
Molecular Formula: C10H16O
Formula Weight: 152.23
MOL File: 7787-20-4.mol

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(-)-FENCHONE Property

Melting point:: 5-6 °C(lit.)
Boiling point:: 192-194 °C(lit.)
alpha: [α]D20 -50～-60° (c=4, C2H5OH)
Density: 0.948 g/mL at 25 °C(lit.)
vapor pressure: 2.149hPa at 20℃
refractive index: n20/D 1.461(lit.)
FEMA: 4519 | L-FENCHONE
Flash point:: 127 °F
storage temp.: 2-8°C
solubility: Chloroform (Slightly), Ethanol (Slightly, Sonicated)
form: Liquid
color: Clear colorless to light yellow
Odor: at 100.00 %. camphor herbal earthy woody
Odor Type: camphoreous
optical activity: [α]24/D 50.5°, neat
Water Solubility: 1.983g/L at 20℃
JECFA Number: 2200
BRN: 2042710
Dielectric constant: 12.0（20℃）
LogP: 2.54 at 20℃
CAS DataBase Reference: 7787-20-4(CAS DataBase Reference)
EPA Substance Registry System: Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1R,4S)- (7787-20-4)

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Safety

Risk Statements: 10
Safety Statements: 23-24/25
RIDADR: UN 1224 3/PG 3
WGK Germany: 3
RTECS: RB7875000
TSCA: Yes
HazardClass: 3
PackingGroup: III
HS Code: 29142900
Toxicity: The acute oral LD₅₀ value in rats was reported as 616 g/kg (Jenner, Hagan, Taylor. Cook & Fitzhugh, 1964) and the acute dermal LD₅₀ value in rabbits exceeded 5 g/kg (Leven-stein, 1975).

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: W507709
Product name: L-Fenchone
Purity: ≥98%
Packaging: 100g
Price: $74.4
Updated: 2024/03/01

Sigma-Aldrich

Product number: W507709
Product name: L-Fenchone
Purity: ≥98%
Packaging: 5kg
Price: $716
Updated: 2024/03/01

Sigma-Aldrich

Product number: CRM40762
Product name: L-(-)-Fenchone solution
Purity: certified reference material, 2000?μg/mL in methanol, ampule of 1?mL
Packaging: 1mL
Price: $67.2
Updated: 2024/03/01

Sigma-Aldrich

Product number: 92101
Product name: (?)-Fenchone
Purity: analytical standard
Packaging: 50mg
Price: $77
Updated: 2024/03/01

Sigma-Aldrich

Product number: 196436
Product name: (1R)-(?)-Fenchone
Purity: ≥98%
Packaging: 50g
Price: $56.7
Updated: 2024/03/01

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(-)-FENCHONE Chemical Properties,Usage,Production

Chemical Properties

CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID

Occurrence

Reported to be found in many essential oils, including those of Thuja plicata, T.occiden-talis, T.standi shii, Russian anise, fennel, a few Artemisia varieties (A. frigida, A . verlotorum and A . santolinaefolia), Lavandula stoechas and L. burmannii. The highest levels (12-19%) are found in fennel oil (Fenarolis Handbook of Flavor Ingredients, 1975; Gildemeister & Hoffman, 1963).

Uses

(1R,?4S)?-1,?3,?3-?Trimethylbicyclo[2.2.1]?heptan-?2-?one also known more commonly as (-)-Fenchone is a chiral intermediate of Fenchone and is currently being used for studies ranging from inhibitory effects of monoterpenes on human TRPA1 and odorant receptor of the malaria vector Anopheles gambiae.

Uses

Flavoring.

Definition

ChEBI: A fenchone that has (1R,4S)-stereochemistry. It is a constituent of the essential oils obtained from fennel.

Preparation

By isolation from cedar leaf oil (Thuja oil) or by various synthetic methods (Arctander, 1969).

General Description

(1R)-(-)-Fenchone is a bridged bicyclic ketone found in fennel oil and thuja oil.

Flammability and Explosibility

Not classified

Pharmacology

In mice, fenchone injected sc in sesame oil produced clonic convulsions at non-lethal doses, with a median convulsive dose (CD₅₀) of 1133 mg/kg, and a dose of 500 mg/kg given sc was an effective arousal agent, reducing the hexobarbitone sleep time (Wenzel & Ross, 1957). In rats, an ip dose of 500 mg/kg had no effect on pentobarbitone-depressed respiration, while ip doses of 50-400 mg/kg increased running activity but did not affect total activity (Wenzel & Ross, 1957). Fenchone showed some antispasmodic action on excised mouse intestine (Haginiwa, Harada & Morishita, 1963), and at 260 mmol/kg showed good choleretic properties of moderately long duration when given orally in olive oil to rats (M?rsdorf, 1966). Thomas (1958) reported that it acted as a central nervous system stimulant. Fenchone has been used medically as a counter-irritant (Merck Index, 1968).

Metabolism

Rimini (1901 & 1909) showed that, in the dog, fenchone was probably oxidized to 4-hydroxyfenchone. Reinartz & Zanke (1936) showed that there were other products. They separated, as lead salts, the glucuronides from the urine of dogs receiving d-fenchone. The lead was removed with sulphuric acid and the resulting solution was hydrolysed. In the resulting mixture of hydroxyfen chones, the presence of 4- and 5-hydroxyfenchones and 7r-apofenchone-3-carboxylic acid was demon strated (Williams, 1959).

Purification Methods

Purification is as for the (+)-enantiomer above and should have the same physical properties except for opposite optical rotations. UV has max 285nm ( 12.29). [Braun & Jacob Chem Ber 66 1461 1933, UV: Ohloff et al. Chem Ber 90 106 1957.] [Beilstein 7 III 392, 7 IV 212.]

(-)-FENCHONE Preparation Products And Raw materials

Raw materials

Anise oil

Preparation Products

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View Lastest Price from (-)-FENCHONE manufacturers

Ouhuang Engineering Materials (Hubei) Co., Ltd

Product: (-)-FENCHONE 7787-20-4
Price: US $50.00/kg
Min. Order: 1kg
Purity: 99.10%
Supply Ability: 50000kg
Release date: 2024-04-26

Hebei Mojin Biotechnology Co., Ltd

Product: (-)-FENCHONE 7787-20-4
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1000tons
Release date: 2023-08-10

Hebei Guanlang Biotechnology Co., Ltd.

Product: (-)-FENCHONE 7787-20-4
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100 MT
Release date: 2023-04-06

7787-20-4, (-)-FENCHONERelated Search:

Anisole trans-Anethole Cinnamaldehyde cis-Anethol Cornmint oil (-)-FENCHONE Fenchone (1S)-(+)-Camphor-10-sulphonic acid fenchone xoime,fenchone xoime (+)-FENCHONE,FENCHONE, (+)-,D-FENCHONE,D(+)-FENCHONE,(+)-FENCHONE,FENCHONE, (+)-,D-FENCHONE,D(+)-FENCHONE FENCHONE, (-)-(SG),FENCHONE, (-)-(SG) Levo Alpha Fenchone 98%,Levo Alpha Fenchone 98% α,Thujone, β-Thujone, Fenchone Mixture,α,Thujone, β-Thujone, Fenchone Mixture (D)OR(+)-FENCHONE,(D)OR(+)-FENCHONE D-FENCHONE, 96,L-FENCHONE 95%,D-FENCHONE, 96,L-FENCHONE 95% (L)OR(-)-FENCHONE,(L)OR(-)-FENCHONE FENCHONE, (-)-(SECONDARY STANDARD),FENCHONE, (-)-(SECONDARY STANDARD) Fenchone isoxime,Fenchone isoxime

(-)-FENCHONE

FENCHONE, (-)-

L-ALPHA-FENCHONE

LAEVO-1,3,3-TRIMETHYLBICYCLO[2.2.1]-2-HEPTANONE

L(-)-FENCHONE

L-FENCHONE

L(-)-1,3,3-TRIMETHYL-2-NORBORBANONE

L(-)-1,3,3-TRIMETHYLBICYCLO[2.2.1]HEPTAN-2-ONE

ALPHA-FENCHONE

(1R)-1,3,3-TRIMETHYLBICYCLO[2.2.1]HEPTAN-2-ONE

(1R)-1,3,3-trimethyl-norbornan-2-one

1,3,3-trimethyl-,(1R,4S)-Bicyclo[2.2.1]heptan-2-one

3,3-trimethyl-(1theta)-bicyclo[2.2.1]heptan-2-on

(1R,4S)-fenchone

(1R)-(-)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one~(-)-1,3,3-Trimethylnorcamphor

L(-)-1,3,3-Trimethyl-2-norbornanone

L-FENCHONE 98+%

(1R)-(-)-FENCHONE, 98+%

Bicyclo2.2.1heptan-2-one, 1,3,3-trimethyl-, (1R,4S)-

ANISYLACETONE(SG)

(-)-FENCHONE WITH GC

(-)-Fenchone, 98+%

(-)-1,3,3-Trimethyl-2-norbornanone, (-)-Fenchone, (1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one

(-)-1,3,3-Trimethyl-2-norbornanone, (1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one

(-)-1,3,3-Trimethyl-2-norbornanone, (-)-Fenchone, (1R)-(-)-Fenchone, (1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one

(2R)-2,6,6-Trimethyl-2β,5β-methanocyclohexane-1-one

(4α)-1β,3,3-Trimethylbicyclo[2.2.1]heptane-2-one

[1R,4S,(-)]-1,3,3-Trimethyl-2-norbornanone

()-Fenchone,()-1,3,3-Trimethyl-2-norbornanone, (1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one

(1R)-()-Fenchone,()-1,3,3-Trimethyl-2-norbornanone, ()-Fenchone, (1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one

L-Fenchone,()-1,3,3-Trimethyl-2-norbornanone, ()-Fenchone, (1R)-()-Fenchone, (1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one

(1R)-(-)-FENCHONE

(-)-1,3,3-TRIMETHYL-2-NORBORNANONE

(-)-1,3,3-TRIMETHYL-2-NOEBORNANOL

L-(-)-Fenchone solution

(1R)-(-)-Fenchone@100 μg/mL in Methanol

(-)-Fenchone&gt

(-)-FENCHONE USP/EP/BP

laevo-fenchone

(-)-Fenchone, 98+%

1,3,3-trimethylbicyclo[2.2.1]heptan-2-one (fenchone)

(-)-Fenchone, ≥ 98.0%

7787-20-4

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