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106-28-5 - trans,trans-Farnesol, 97% - trans,trans-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol - L14348 - Alfa Aesar

L14348 trans,trans-Farnesol, 97%

CAS Number
106-28-5
Synonyms
trans,trans-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol

Size Price ($) Quantity Availability
1g 20.39
5g 76.12
25g 306.94
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trans,trans-Farnesol, 97%

MDL
MFCD00002918
EINECS
225-004-1

Chemical Properties

Formula
C15H26O
Formula Weight
222.37
Boiling Point
137°/3mm
Flash Point
96°(204°F)
Density
0.886
Refractive Index
1.4900
Sensitivity
Light Sensitive
Solubility
Miscible with alcohol. Immiscible with water.

Applications

trans,trans-Farnesol is an intermediate used in the biological synthesis of cholesterol from mevalonic acid. It is used in the perfume industry. Further, it is used in the preparation of terpenes such as squalenes, cembranoids and forskolin. It is also used in the synthesis of Cecropia juvenile hormone.

Notes

Incompatible with strong oxidizing agents.

Literature References

Terpene building block.

A convenient 2-step alternative to the Gabriel or azide displacement methods for the synthesis of allylic amines has been reported using a Mitsunobu reagent (from Diisopropyl­ azodicarboxyl­ate, L10386) in combination with phthalimide, followed by mild deprotection with methylamine. This technique avoids the allylic rearrangements and other side reactions associated with the older routes: Synthesis, 756 (1995):

Espinosa, R. R.; Inchingolo, R.; Alencar, S. M.; Rodriguez-Estrada, M. T.; Castro, I. A. Antioxidant activity of phenolic compounds added to a functional emulsion containing µ-3 fatty acids and plant sterol esters. Food Chem. 2015, 182, 95-104.

Nikoli?, B.; Risti?, M.; Bojovi?, S.; Krivošej, Z.; Matevski, V.; Marin, P. D. Population Variability of Essential Oils of Pinus heldreichii from the Scardo-Pindic Mountains Ošljak and Galičica. Chem. Biodivers. 2015, 12 (2), 295-308.

GHS Hazard and Precautionary Statements

Hazard Statements: H319

Causes serious eye irritation.

Precautionary Statements: P305+P351+P338

IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Other References

Merck
14,3937
Beilstein
1723039
Harmonized Tariff Code
2905.22
TSCA
Yes
RTECS
JR4979000

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