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Merck

46208

(+)-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:
Molecular Weight:
152.23
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
225-160-0
Beilstein/REAXYS Number:
2206555
MDL number:
Technical Service
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grade

analytical standard

Quality Level

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

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


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Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

150.8 °F - closed cup

flash_point_c

66 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter



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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)
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