277541

Sigma-Aldrich

trans,trans-Farnesol

96%

Synonym(s):
trans,trans-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol, (E,E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol
Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCH2CH2C(CH3)=CHCH2OH
CAS Number:
Molecular Weight:
222.37
Beilstein/REAXYS Number:
1723039
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

96%

refractive index

n20/D 1.490 (lit.)

bp

137 °C/3 mmHg (lit.)

density

0.879 g/mL at 25 °C (lit.)

SMILES string

C\C(C)=C\CC\C(C)=C\CC\C(C)=C\CO

InChI

1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9+,15-11+

InChI key

CRDAMVZIKSXKFV-YFVJMOTDSA-N

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Related Categories

General description

trans,trans-Farnesol is sesquiterpene alcohol, which is commonly found in many essential oils, citrus fruits, propolis, and plant-derived foods and beverages. It is an effective bioactive agent that can be used in pharmaceuticals and cosmetics.

Application

trans,trans-Farnesol has been used in the synthesis of:
  • Cecropia juvenile hormone
  • terpenes, such as squalenes, cembranoids and forskolin

Packaging

10 g in poly bottle
1 g in glass bottle

Other Notes

A sesquiterpene alcohol found in many essential oils.
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 277541.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

hazcat

Skin Sens. 1

storage_class_code

10 - Combustible liquids

WGK Germany

WGK 3

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96.00 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Tetrahedron Letters, 34, 1721-1721 (1993)
The Journal of Organic Chemistry, 59, 5803-5803 (1994)
Tetrahedron, 49, 2457-2457 (1993)
Assessment of the antioxidant and antiproliferative effects of sesquiterpenic compounds in in vitro Caco-2 cell models
Vinholes Juliana, et al.
Food Chemistry, 156, 204-211 (2014)
Tetrahedron, 50, 139-139 (1994)

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