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Merck
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W507709

Sigma-Aldrich

L-Fenchone

≥98%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C10H16O
Número de CAS:
7787-20-4
Peso molecular:
152.23
FEMA Number:
4519
Beilstein/REAXYS Number:
2042710
EC Number:
232-107-5
MDL number:
MFCD00151104
UNSPSC Code:
12164502
PubChem Substance ID:
24902032
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

Fragrance grade
Halal
Kosher

agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009

assay

≥98%

optical activity

[α]20/D −51°, neat

refractive index

n20/D 1.461 (lit.)

bp

192-194 °C (lit.)

mp

5-6 °C (lit.)

density

0.948 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

camphoraceous; earthy; woody

SMILES string

CC1(C)C2CCC(C)(C2)C1=O

InChI

1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3/t7-,10+/m0/s1

InChI key

LHXDLQBQYFFVNW-OIBJUYFYSA-N

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General description

L-Fenchone is a monoterpene that occurs in the essential oils of plants such as Lavandula dentate. It shows potent fumigant activity against Sitophilus oryzae and Tribolium castaneum, two most common insects affecting stored products. This ability makes it a promising candidate for the development of biocontrol agents against these insects.

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

pictograms

Environment
GHS09

hcodes

H411

Hazard Classifications

Aquatic Chronic 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

151.7 °F - closed cup

flash_point_c

66.5 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Chemical composition of the leaf and flower essential oils of Tunisian Lavandula dentata L.(Lamiaceae).
Touati B, et al.
Chemistry and Biodiversity, 8(8), 1560-1569 (2011)
Fumigant and contact toxicities of monoterpenes to Sitophilus oryzae (L.) and Tribolium castaneum (Herbst) and their inhibitory effects on acetylcholinesterase activity.
Abdelgaleil SA, et al.
Journal of Chemical Ecology, 35(5), 518-525 (2009)
Giovanna Longhi et al.
The journal of physical chemistry. A, 110(15), 4958-4968 (2006-04-14)
We report and discuss the infrared (IR) vibrational circular dichroism (VCD) spectra of the enantiomeric pairs of the olefin derivatives of fenchone (1,3,3-trimethyl-2-methylenebicyclo[2.2.1]heptane) and camphor (1,7,7-trimethyl-2-methylenebicyclo[2.2.1]heptane), respectively, together with those of the parent molecules. The VCD spectra were taken in
M Miyazawa et al.
Xenobiotica; the fate of foreign compounds in biological systems, 37(2), 194-204 (2007-05-09)
The in vitro metabolism of (-)-fenchone was examined in human liver microsomes and recombinant enzymes. The biotransformation of (-)-fenchone was investigated by gas chromatography-mass spectrometry. (-)-Fenchone was found to be oxidized to 6-exo-hydroxyfenchone, 6-endo-hydroxyfenchone and 10-hydroxyfenchone by human liver microsomal
Olga Tzakou et al.
Natural product communications, 4(8), 1103-1106 (2009-09-23)
The essential oils from leaves and inflorescences of L. cariensis Boiss. and L. stoechas L. subsp. stoechas collected in Greece were analyzed by GC and GC/MS. In the inflorescences and leaves essential oils of L. cariensis the most abundant metabolite
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