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Safety Information

W248002

Sigma-Aldrich

Fenchyl alcohol

≥96%

Synonym(s):

Fenchol

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About This Item

Empirical Formula (Hill Notation):
C10H18O
CAS Number:
1632-73-1
Molecular Weight:
154.25
FEMA Number:
2480
EC Number:
216-639-5
Council of Europe no.:
87
MDL number:
MFCD00003760
UNSPSC Code:
12164502
PubChem Substance ID:
24901123
Flavis number:
2.038

biological source

synthetic

grade

Halal
Kosher

reg. compliance

FDA 21 CFR 172.515

Assay

≥96%

optical activity

[α]/D +7 to +11°, c = 1.5 in ethanol

mp

39.0-45.0 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

SMILES string

[H][C@]12CC[C@](C)(C1)[C@@H](O)C2(C)C

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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Biochem/physiol Actions

Taste at 5 ppm

Other Notes

Natural occurrence: Beer, distilled lime oil, grape, grape brandy, hip oil, pine and rosemary.
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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

165.2 °F - closed cup

Flash Point(C)

74 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC7995
MKBC1114
MKBB8166
34296KJ
14196BJ

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D M Satterwhite et al.
The Journal of biological chemistry, 260(26), 13901-13908 (1985-11-15)
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. To test this stereochemical scheme, phosphatase-free preparations of (-)-endo-fenchol cyclase from
D Yang et al.
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 22(3), 128-131 (2003-02-11)
The essential oil isolated from the dried leaves of Lindera communis was analyzed by means of gas chromatography-mass(GC-MS) technique, the structures of 23 chemical components were identified from it in total, among these, (-)-spathulenol(relative content 22.50%), endo-1,3,3-trimethyl-2-norbornanol, acetate (10.06%), caryophyllene
Mosciano, G.
Perfumer & Flavorist, 27, 70-70 (2002)
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.
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