(-)-FENCHONE | 7787-20-4

(-)-FENCHONE Properties

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℃
FEMA	4519 \| L-FENCHONE
refractive index	n20/D 1.461(lit.)
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)
Substances Added to Food (formerly EAFUS)	L-FENCHONE
EWG's Food Scores	1
FDA UNII	K6G5Y2Y3Q2
EPA Substance Registry System	Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1R,4S)- (7787-20-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS09

Signal word

Warning

Hazard statements

H411

Precautionary statements

P273-P391-P501

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).

NFPA 704

	2
0		0

(-)-FENCHONE price More Price(29)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	W507709	L-Fenchone ≥98%	7787-20-4	100g	$74.4	2024-03-01	Buy
Sigma-Aldrich	W507709	L-Fenchone ≥98%	7787-20-4	5kg	$716	2024-03-01	Buy
Sigma-Aldrich	CRM40762	L-(-)-Fenchone solution certified reference material, 2000?μg/mL in methanol, ampule of 1?mL	7787-20-4	1mL	$67.2	2024-03-01	Buy
Sigma-Aldrich	92101	(?)-Fenchone analytical standard	7787-20-4	50mg	$77	2024-03-01	Buy
Sigma-Aldrich	196436	(1R)-(?)-Fenchone ≥98%	7787-20-4	50g	$56.7	2024-03-01	Buy

Product number	Packaging	Price	Buy
W507709	100g	$74.4	Buy
W507709	5kg	$716	Buy
CRM40762	1mL	$67.2	Buy
92101	50mg	$77	Buy
196436	50g	$56.7	Buy

(-)-FENCHONE Chemical Properties,Uses,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

Flavoring.

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.

Preparation

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

Definition

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

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 synthesis

Synthesis of (-)-FENCHONE from (+)-Fenchol

(-)-FENCHONE Preparation Products And Raw materials

Raw materials

Anise oil Bicyclo[2.2.1]heptane-2-selone, 1,3,3-trimethyl-, (1R,4S)- Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, oxime, (1R,4S)- methyl 3-(tert-butyldimethylsilyloxy)benzoate (+)-Fenchol

Methyl 3-hydroxybenzoate Methyl 3-methoxybenzoate

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Preparation Products

(-)-FENCHONE Suppliers

Global( 164)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Hebei Mojin Biotechnology Co., Ltd	+8613288715578	sales@hbmojin.com	China	12456	58
Shanghai Zheyan Biotech Co., Ltd.	18017610038	zheyansh@163.com	CHINA	3620	58
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28180	58
Hebei Guanlang Biotechnology Co., Ltd.	+86-19930503282	alice@crovellbio.com	China	8823	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58
Shanghai Standard Technology Co., Ltd.	18502101150	ft-sales@nature-standard.com	CHINA	1923	58
Wuhan ChemNorm Biotech Co.,Ltd.	+86-27-8439 4403 18971486879	sales@chemnorm.com	CHINA	2935	58
Hubei Ipure Biology Co., Ltd	+8613367258412	ada@ipurechemical.com	China	10326	58
Hefei TNJ Chemical Industry Co.,Ltd.	0551-65418671	sales@tnjchem.com	China	34572	58

Supplier	Advantage
Hebei Mojin Biotechnology Co., Ltd	58
Shanghai Zheyan Biotech Co., Ltd.	58
career henan chemical co	58
Hubei Jusheng Technology Co.,Ltd.	58
Hebei Guanlang Biotechnology Co., Ltd.	58
Chongqing Chemdad Co., Ltd	58
Shanghai Standard Technology Co., Ltd.	58
Wuhan ChemNorm Biotech Co.,Ltd.	58
Hubei Ipure Biology Co., Ltd	58
Hefei TNJ Chemical Industry Co.,Ltd.	58

View Lastest Price from (-)-FENCHONE manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2023-08-11	(-)-FENCHONE 7787-20-4	US $0.00 / kg	1kg	99%	1000tons	Hebei Mojin Biotechnology Co., Ltd
2023-04-07	(-)-FENCHONE 7787-20-4	US $0.00 / KG	1KG	99%	100 MT	Hebei Guanlang Biotechnology Co., Ltd.
2023-02-24	(-)-Fenchone 7787-20-4	US $0.00 / ml	0.1ml	GC≥98%	100 ml	Shanghai Standard Technology Co., Ltd.

(-)-FENCHONE
7787-20-4
US $0.00 / kg
99%
Hebei Mojin Biotechnology Co., Ltd

(-)-FENCHONE
7787-20-4
US $0.00 / KG
99%
Hebei Guanlang Biotechnology Co., Ltd.

(-)-Fenchone
7787-20-4
US $0.00 / ml
GC≥98%
Shanghai Standard Technology Co., Ltd.

(-)-FENCHONE Spectrum

(-)-FENCHONE(7787-20-4)MS (-)-FENCHONE(7787-20-4)¹HNMR (-)-FENCHONE(7787-20-4)IR1 (-)-FENCHONE(7787-20-4)Raman

7787-20-4((-)-FENCHONE)Related 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

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(-)-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> (-)-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 Analytical Standards Analytical Chromatography Product Catalog Asymmetric Synthesis Chiral Building Blocks FA - FL Alphabetic Ketones Organic Building Blocks Terpenes Bicyclic Monoterpenes Bicyclic Monoterpenes Biochemistry Terpenes