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Merck

W507709

L-Fenchone

≥98%

Synonym(s):

(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

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
7787-20-4
Molecular Weight:
152.23
NACRES:
NA.21
PubChem Substance ID:
24902032
UNSPSC Code:
12164502
FEMA Number:
4519
EC Number:
232-107-5
MDL number:
MFCD00151104
Beilstein/REAXYS Number:
2042710
Organoleptic:
camphoraceous; earthy; woody
Grade:
Fragrance grade, Halal, Kosher
Biological source:
synthetic
Agency:
follows IFRA guidelines, meets purity specifications of JECFA
Food allergen:
no known allergens

Key Documents

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InChI key

LHXDLQBQYFFVNW-OIBJUYFYSA-N

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

SMILES string

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

biological source

synthetic

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

Quality Level

300, 400

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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

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT5467
SHBT5541
SHBP3814
SHBL8287
SHBL2873

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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
I M Isa et al.
Talanta, 87, 230-234 (2011-11-22)
A new cobalt(II) ion selective electrode based on palladium(II) dichloro acetylthiophene fenchone azine(I) has been developed. The best membrane composition is found to be 10:60:10:21.1 (I)/PVC/NaTPB/DOP (w/w). The electrode exhibits a Nerstian response in the range of 1.0 × 10(-1)-1.0
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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