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277541

Sigma-Aldrich

trans,trans-Farnesol

96%

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

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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCH2CH2C(CH3)=CHCH2OH
CAS Number:
106-28-5
Molecular Weight:
222.37
Beilstein/REAXYS Number:
1723039
MDL number:
MFCD00002918
UNSPSC Code:
12352100
PubChem Substance ID:
24856767
NACRES:
NA.22

Quality Level

200

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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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
GHS07

signalword

Warning

hcodes

H317

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tetrahedron Letters, 34, 1721-1721 (1993)
The Journal of Organic Chemistry, 59, 5803-5803 (1994)
Tetrahedron, 50, 139-139 (1994)
Tetrahedron, 49, 2457-2457 (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)
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