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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:
Molecular Weight:
152.23
FEMA Number:
4519
Beilstein:
2042710
EC Number:
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
NACRES:
NA.21

biological source

synthetic

Quality Level

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

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 2

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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.
Hua-Zhen Qin et al.
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 34(12), 1897-1899 (2012-04-17)
To study the components of volatile oil of Alpinia henryi. The volatile oil was extracted by steam distillation method,used gaseous phase-mass spectrum combination method (GC-MS) to analyze the components of volatile oil. 58 kinds of components were isolated, among them

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