(E,E)-Farnesol CAS#: 106-28-5

(E,E)-Farnesol

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(E,E)-Farnesol Basic information

(E,E)-Farnesol Chemical Properties

Melting point:61-63 °C
Boiling point:149 °C4 mm Hg(lit.)
Density 0.886 g/mL at 20 °C(lit.)
refractive index n20/D 1.490(lit.)
Flash point:205 °F
storage temp. 2-8°C
form neat
pka14.42±0.10(Predicted)
Water Solubility Miscible with alcohol. Immiscible with water.
Sensitive Light Sensitive
BRN 1723039
InChIKeyCRDAMVZIKSXKFV-YFVJMOTDSA-N
CAS DataBase Reference106-28-5(CAS DataBase Reference)
NIST Chemistry Reference2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, (E,E)-(106-28-5)
EPA Substance Registry System(E,E)-Farnesol (106-28-5)

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MSDS

(E,E)-Farnesol Usage And Synthesis

Chemical PropertiesClear Colourless Oil
UsesFarnesol is a natural organic compound which is present in many essential oils.
Synthesis Reference(s)Journal of the American Chemical Society, 102, p. 3298, 1980 DOI: 10.1021/ja00529a091
The Journal of Organic Chemistry, 40, p. 3617, 1975 DOI: 10.1021/jo00912a039
Purification MethodsThe main impurity is the cis-trans isomer. Purify it by gas chromatography using a 4ft x 0.125in 3%OV-1 column at 150o. [Corey et al. J Am Chem Soc 92 6637 1970, Popjak et al. J Biol Chem 237 56 1962.] It has also been fractionated through a 14-in Podbielniak column (p 11) at 11o/0.35mm. Alternatively it has been purified by gas chromatography using SF96 silicone on Fluoropak columns or Carbowax 20M on Fluoropak or base-washed 30:60 firebrick (to avoid decomposition, prepared by treating the firebrick with 5N NaOH in MeOH and washed with MeOH to pH 8) at 210o with Helium carrier gas at 60 mL/min flow rate. The diphenylcarbamoyl derivative has m 61-63o (from MeOH) and has an IR band at 3500 cm-1. [Bates et al. J Org Chem 28 1086 1963, Beilstein 1 IV 2335.]

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