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46210

Sigma-Aldrich

(+)-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
Beilstein/REAXYS Number:
2206555
EC Number:
225-160-0
MDL number:
MFCD00070689
UNSPSC Code:
12352212
PubChem Substance ID:
57650740
NACRES:
NA.22

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_germany

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
BCCD1991
BCBZ8501
BCBX0163
BCBW6433
BCBV4692

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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
I M Isa et al.
Talanta, 87, 230-234 (2011-11-22)
A new cobalt(II) ion selective electrode based on palladium(II) dichloro acetylthiophene fenchone azine(I) has been developed. The best membrane composition is found to be 10:60:10:21.1 (I)/PVC/NaTPB/DOP (w/w). The electrode exhibits a Nerstian response in the range of 1.0 × 10(-1)-1.0
Jeannette Nuessli et al.
International journal of biological macromolecules, 33(4-5), 227-234 (2003-11-11)
Amylose complexes were prepared, as lamellar single crystals and polycrystalline powders, from aqueous solutions by adding small flavor molecules. The morphology, crystal structure, and thermal properties of complexes with fenchone, menthone, and geraniol were determined using transmission electron microscopy, wide-angle
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
Giovanna Longhi et al.
The journal of physical chemistry. A, 110(15), 4958-4968 (2006-04-14)
We report and discuss the infrared (IR) vibrational circular dichroism (VCD) spectra of the enantiomeric pairs of the olefin derivatives of fenchone (1,3,3-trimethyl-2-methylenebicyclo[2.2.1]heptane) and camphor (1,7,7-trimethyl-2-methylenebicyclo[2.2.1]heptane), respectively, together with those of the parent molecules. The VCD spectra were taken in
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