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46208

Supelco

(+)-Fenchone

analytical standard

Synonym(s):

(+)-1,3,3-Trimethyl-2-norbornanone, (1S)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one

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About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
4695-62-9
Molecular Weight:
152.23
Beilstein:
2206555
EC Number:
225-160-0
MDL number:
MFCD00070689
UNSPSC Code:
85151701
PubChem Substance ID:
329757102
NACRES:
NA.24
Pricing and availability is not currently available.

grade

analytical standard

Quality Level

100

Assay

≥99.5% (sum of enantiomers, GC)

optical activity

[α]20/D +62±1°, neat

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.462

bp

63-65 °C/13 mmHg (lit.)

mp

5-7 °C (lit.)

density

0.945 g/mL at 20 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

SMILES string

CC1(C)[C@@H]2CC[C@@](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+/m1/s1

InChI key

LHXDLQBQYFFVNW-XCBNKYQSSA-N

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

Highly purified (+)-fenchone; the keto function can be transformed in many ways[1][2]

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

150.8 °F - closed cup

Flash Point(C)

66 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ7321
BCCD4729
BCBX0771
BCBT7523

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L.A. Paquette et al.
The Journal of Organic Chemistry, 57, 3965-3965 (1992)
P. Gosselin et al.
Tetrahedron Letters, 31, 3151-3151 (1990)
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
B Simándi et al.
Journal of agricultural and food chemistry, 47(4), 1635-1640 (1999-11-24)
Ground fennel seeds were extracted with supercritical carbon dioxide. Small-scale subsequent extractions of the same sample showed that the composition of volatile compounds was changed with the extension of extraction time and only principal volatile components (limonene, fenchone, methylchavicol, and
Santiago de la Moya Cerero et al.
The Journal of organic chemistry, 68(4), 1451-1458 (2003-02-15)
Valuable chiral sources of C(10)-substituted camphors and C(10)-substituted fenchones can be straightforwardly obtained by treatment of an appropriate, easily obtainable, camphor- or fenchone-derived 2-methylenenorbornan-1-ol with an electrophilic reagent. The process takes place via a tandem regioselective carbon-carbon double-bond addition/stereocontrolled Wagner-Meerwein
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