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Safety Information

W507709

Sigma-Aldrich

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
FEMA Number:
4519
Beilstein:
2042710
EC Number:
232-107-5
MDL number:
MFCD00151104
UNSPSC Code:
12164502
PubChem Substance ID:
24902032
NACRES:
NA.21
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

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

Hazard Statements

H411

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

151.7 °F - closed cup

Flash Point(C)

66.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

W507709-100G-K:
W507709-SAMPLE:
W507709-BULK-K:
W507709-100G:
W507709-1KG-K:
W507709-5KG:
W507709-1KG:
W507709-VAR-K:
W507709-SAMPLE-K:
W507709-5KG-K:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBP3814
SHBL8287
SHBL2873
MKCD2968
MKCB1067V

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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)
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)
Philip C Bulman Page et al.
The Journal of organic chemistry, 67(22), 7787-7796 (2002-10-26)
The first two stable enantiomerically pure chiral N-H oxaziridines, derived from camphor and fenchone, are shown to act as electrophilic sources of nitrogen upon reaction with various carbon nucleophiles. Nitrogen is transferred, together with the camphor/fenchone unit, when deprotonated esters
Dirk W Lachenmeier et al.
Journal of agricultural and food chemistry, 56(9), 3073-3081 (2008-04-19)
Thirteen samples of authentic absinthe dating from the preban era (i.e., prior to 1915) were analyzed for parameters that were hypothesized as contributing to the toxicity of the spirit, including naturally occurring herbal essences (thujone, pinocamphone, fenchone), methanol, higher alcohols
Boris Steuer et al.
Phytochemical analysis : PCA, 14(5), 285-289 (2003-10-01)
The aim of this study was to investigate the accuracy and transferability of near-infrared (NIR) calibrations for estimating the content and composition of the volatile fraction in fennel fruits (Foeniculum vulgare Miller) as an example of medicinal and spice plants.
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