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Merck

277541

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24856767
MDL number:
MFCD00002918
Beilstein/REAXYS Number:
1723039
Assay:
96%
Form:
liquid

Key Documents

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Product Name

trans,trans-Farnesol, 96%

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+

SMILES string

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

InChI key

CRDAMVZIKSXKFV-YFVJMOTDSA-N

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.)

functional group

hydroxyl

Quality Level

200

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Application

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

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.

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

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCD0630
MKBZ4494V
MKBZ4252V
MKBZ0898V
MKBX5978V

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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)
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 Letters, 34, 1721-1721 (1993)
The Journal of Organic Chemistry, 59, 5803-5803 (1994)
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