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Merck
CN

46198

(+)-Fenchol

analytical standard

Synonym(s):

(1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-ol, Fenchyl alcohol

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About This Item

Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2038082
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grade

analytical standard

Quality Level

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

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


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

165.2 °F - closed cup

flash_point_c

74 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)



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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



Global Trade Item Number

SKUGTIN
46198-1G-F04061834105985