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Merck
CN

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
Beilstein:
1723039
MDL number:
MFCD00002918
UNSPSC Code:
12352100
PubChem Substance ID:
24856767
NACRES:
NA.22

Key Documents

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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.)

functional group

hydroxyl

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

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCD0630
MKBZ4494V
MKBZ4252V
MKBZ0898V
MKBX5978V

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