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277541

Sigma-Aldrich

trans,trans-Farnesol

96%

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Synonym(s):
(E,E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol, trans,trans-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%

form

liquid

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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1 of 4

This Item
W247804340480F203
trans,trans-Farnesol 96%

277541

trans,trans-Farnesol

Farnesol mixture of isomers, ≥95%, stabilized, FG

W247804

Farnesol

trans,trans-Farnesyl acetate 95%

340480

trans,trans-Farnesyl acetate

Farnesol 95%

F203

Farnesol

Quality Level

200

Quality Level

400

Quality Level

100

Quality Level

100

density

0.879 g/mL at 25 °C (lit.)

density

0.886 g/mL at 20 °C (lit.)

density

0.914 g/mL at 25 °C (lit.)

density

0.886 g/mL at 20 °C (lit.)

refractive index

n20/D 1.490 (lit.)

refractive index

n20/D 1.489 (lit.)

refractive index

n20/D 1.477 (lit.)

refractive index

n20/D 1.489 (lit.)

form

liquid

form

-

form

liquid

form

liquid

bp

137 °C/3 mmHg (lit.)

bp

149 °C/4 mmHg (lit.)

bp

115-125 °C/0.3 mmHg (lit.)

bp

149 °C/4 mmHg (lit.)

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

Other Notes

A sesquiterpene alcohol found in many essential oils.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

204.8 °F - closed cup

flash_point_c

96.00 °C - closed cup

ppe

Eyeshields, Gloves


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Tetrahedron Letters, 34, 1721-1721 (1993)
Influences of trans-trans farnesol, a membrane-targeting sesquiterpenoid, on Streptococcus mutans physiology and survival within mixed-species oral biofilms
Jeon J-G, et al.
International Journal of Oral Science, 3, 98-106 (2011)
Tetrahedron, 50, 139-139 (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)

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