Fenchol

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Fenchol[1]
File:(1R)-endo-(+)-Fenchol.svg
(1R)-endo-(+)-Fenchol
Names
IUPAC name
(1R,2R,4S)-1,3,3-Trimethyl-2-norbornanol
Other names
Fenchyl alcohol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
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EC Number
  • 216-639-5
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UNII
  • {{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
  • 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
    Key: IAIHUHQCLTYTSF-OYNCUSHFSA-N
  • CC1(C2CCC(C2)(C1O)C)C
Properties
C10H18O
Molar mass 154.253 g·mol−1
Density 0.942 g/cm3
Melting point 39 to 45 °C (102 to 113 °F; 312 to 318 K)
Boiling point 201 °C (394 °F; 474 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Fenchol or 1,3,3-trimethyl-2-norbornanol is a monoterpenoid and an isomer of borneol. It is a colorless or white solid. It occurs widely in nature.

The naturally occurring enantiomere (1R)-endo-(+)-fenchol is used extensively in perfumery. Fenchol gives basil its characteristic scent,[2][3] and comprises 15.9% of the volatile oils of some species of Aster.[4]

It is biosynthesized from geranyl pyrophosphate via isomerization to linalyl pyrophosphate.[5]

Oxidation of fenchol gives fenchone.

References

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  1. ^ Datasheet at chemexper.com
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