Farnesal → a Farnesol

HRID 354619

Reaction equation

HRID 354619 reaction equation
[CH3:1][C:2]([CH3:16])=[CH:3][CH2:4][CH2:5]/[C:6](/[CH3:15])=[CH:7]/[CH2:8][CH2:9]/[C:10](/[CH3:14])=[CH:11]/[CH:12]=[O:13].CC(=CCCC(C)=CCCC(C)=CC=O)C.CC(=CCCC(C)=CCC=C(C)C=C)C>>[OH:13][CH2:12][CH:11]=[C:10]([CH2:9][CH2:8][CH:7]=[C:6]([CH2:5][CH2:4][CH:3]=[C:2]([CH3:16])[CH3:1])[CH3:15])[CH3:14]

Participants

4

Reactant 3

HCID 68150FarnesalHCID 4423683,7,11-Trimethyl-1,3,6,10-dodecatetraeneHCID 5280598(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienal

Product 1

HCID 3327a Farnesol

Procedure

Arctander "Perfume and Flavor Chemicals (Aroma Chemicals)" at monograph 1378 discloses "Farnesal," 2,6,10-trimethyl-2,6,10-dodecatrien-12-al to have a very mild, sweet oily, slightly woody, tenacious odor. On the other hand, Arctander also describes, at Monograph 1379, Farnesene, 2,6,10-trimethyl-2,6,9,11-dodecatetraene defined according to the structure: ##STR3## to have a very mild, sweet and warm, rather nondescript odor of good tenacity. Arctander further states that apart from some possible use in the reconstruction of certain essential oils, there is to the author's knowledge, very little, if any, use for this sesquiterpene in perfumery as such. Arctander further states that Farnesene having the structure: ##STR4## is produced by dehydration of Farnesol by heat with a potassium dehydrating agent or from Nerolidol by heat with acetic anhydride.

Workup

  1. temperaturewarm

Sources & evidence

ORD record
ord-26d1274e9e4345aabf0c79ec3bf71ad6
Source dataset
uspto-grants-1983_03
Patent number
US04376068

Linked notes

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