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46198

Supelco

(+)-Fenchol

analytical standard

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Synonym(s):
(1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-ol, Fenchyl alcohol
Empirical Formula (Hill Notation):
C10H18O
CAS Number:
2217-02-9
Molecular Weight:
154.25
Beilstein:
2038082
MDL number:
MFCD00003760
UNSPSC Code:
85151701
PubChem Substance ID:
329757098
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥99.0% (sum of enantiomers, GC)

optical activity

[α]20/D +11.0±0.5°, c = 10% in ethanol

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

bp

201-202 °C (lit.)

mp

43-46 °C

format

neat

SMILES string

CC1(C)[C@H]2CC[C@](C)(C2)[C@H]1O

InChI

1S/C10H18O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7-8,11H,4-6H2,1-3H3/t7-,8-,10+/m0/s1

InChI key

IAIHUHQCLTYTSF-OYNCUSHFSA-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

Chiral building block

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Y. Yuasa et al.
Tetrahedron, 48, 3473-3473 (1992)
A.A. van der Zeijden et al.
Synthesis, 847-847 (1996)
R Croteau et al.
The Journal of biological chemistry, 263(30), 15449-15453 (1988-10-25)
The conversion of geranyl pyrophosphate to (-)-endo-fenchol is considered to proceed by the initial isomerization of the substrate to (-)-(3R)-linalyl pyrophosphate and the subsequent cyclization of this bound intermediate. Incubation of (1R)-[2-14C,1-3H]- and (1S)-[2-14C,1-3H]geranyl pyrophosphate with a preparation of (-)-endo-fenchol
S P Bhatia et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 46 Suppl 11, S157-S159 (2008-07-22)
A toxicologic and dermatologic review of fenchyl alcohol when used as a fragrance ingredient is presented.
M Miyazawa et al.
Xenobiotica; the fate of foreign compounds in biological systems, 37(9), 943-953 (2007-11-10)
The metabolism of (+)-fenchol was investigated in vitro using liver microsomes of rats and humans and recombinant cytochrome P450 (P450 or CYP) enzymes in insect cells in which human/rat P450 and NADPH-P450 reductase cDNAs had been introduced. The biotransformation of
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