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Merck

46210

(+)-Fenchone

purum, ≥98.0% (sum of enantiomers, GC)

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
UNSPSC Code:
12352212
NACRES:
NA.22
PubChem Substance ID:
57650740
EC Number:
225-160-0
Beilstein/REAXYS Number:
2206555
MDL number:
MFCD00070689
Assay:
≥98.0% (sum of enantiomers, GC)

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grade

purum

Quality Level

100

assay

≥98.0% (sum of enantiomers, GC)

optical activity

[α]20/D +60±3°, neat

refractive index

n20/D 1.463

bp

63-65 °C/13 mmHg (lit.)

mp

5-7 °C (lit.)

density

0.945 g/mL at 20 °C (lit.)

functional group

ketone

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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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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Certificates of Analysis (COA)

Lot/Batch Number
BCCP3345
BCCN5154
BCCL0176
BCCJ5580
BCCD1991

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D Vokou et al.
Journal of chemical ecology, 28(4), 755-768 (2002-05-31)
Lavandula stoechas, a native plant of Greece, is rich in essential oil and fenchone is its major constituent. We examined the effect of the essential oil and its main constituents on soil metabolism and microbial growth. Addition of the essential
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.
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
B Goldfuss et al.
The Journal of organic chemistry, 65(1), 77-82 (2000-05-18)
Three (-)-fenchyl alcohol derivatives, ¿(1R,2R,4S)-exo-(2-Ar)-1,3, 3-trimethylbicyclo[2.2.1] heptan-2-ol, Ar = o-anisyl (2), 2-N-methylimidazolyl (3), 2-N,N-dimethylbenzylamine (4)¿ were synthesized, characterized by X-ray analyses, and employed as precatalysts in diethyl zinc additions to benzaldehyde. Directions and relative degrees of enantioselectivities are rationalized by
M Miyazawa et al.
Xenobiotica; the fate of foreign compounds in biological systems, 37(2), 194-204 (2007-05-09)
The in vitro metabolism of (-)-fenchone was examined in human liver microsomes and recombinant enzymes. The biotransformation of (-)-fenchone was investigated by gas chromatography-mass spectrometry. (-)-Fenchone was found to be oxidized to 6-exo-hydroxyfenchone, 6-endo-hydroxyfenchone and 10-hydroxyfenchone by human liver microsomal
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