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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:
Molecular Weight:
152.23
Beilstein/REAXYS Number:
2206555
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

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

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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

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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P. Gosselin et al.
Tetrahedron Letters, 31, 3151-3151 (1990)
L.A. Paquette et al.
The Journal of Organic Chemistry, 57, 3965-3965 (1992)
Yoshio Kasashima et al.
Journal of oleo science, 58(8), 421-427 (2009-07-09)
Intramolecular etherification of 1,3-diols was investigated using iodine as a catalyst under solvent-free conditions. The reaction proceeded to completion in a heterogeneous system. Five-membered cyclic ethers were obtained by intramolecular cyclization of 1,3-diols with dehydration. A propella ether (11-oxatricyclo[4.4.3.0(1,6)]tridecane) was
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
G Heth et al.
Experientia, 48(9), 897-902 (1992-09-15)
The behavior of mole rats (Spalax ehrenbergi) near pairs of enantiomeric compounds was examined in 901 two-choice experimental tests. Positioning of the nest and food store and the preferred location of the tested animal were used to assess attraction or

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