3879-60-5

Basic information

• Product Name: (E,Z)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol
• Synonyms: (E,Z)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol;2-trans,6-cis-Farnesol;2E,6Z-farnesol;(2E,6Z)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol;trans,-cis-Farnesol;(2E,6Z)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol
• CAS NO: 3879-60-5
• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.36634
• Mol File: 3879-60-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 283.4 °C at 760 mmHg
• Flash Point: 112.5 °C
• Appearance: /
• Density: 0.875 g/cm³
• Storage Temp.: ?20°C
• CAS DataBase Reference: (E,Z)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E,Z)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol(3879-60-5)
• EPA Substance Registry System: (E,Z)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol(3879-60-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3879-60-5(Hazardous Substances Data)

Usage

Definition

ChEBI: The (2E,6Z)-stereoisomer of farnesol.

Upstream product

• 59830-37-4 1-phenylsulfonyl-2-methyl-4-hydroxy-but-2-ene 
• 61194-08-9 chlorure de geranylmagnesium 
• 80767-64-2 p-nitrobenzoate de trimethyl-3,7,11 dodecatriene-1,6 Z, 10-yl 
• 50-00-0 formaldehyd 
• 3879-26-3 (Z)-nerylacetone 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 19954-66-6 ethyl 3,7,11-trimethyl-2ξ,6Z,10-dodecatrienoate 
• 20085-73-8 ethyl (2Z,6Z)-3,7,11-trimethyl-2,6,10-dodecatrienoate 
• 5389-87-7 1-chloro-3,7-dimethylocta-2,6-diene 
• 64-18-6 formic acid 
• 7212-44-4 (+/-)-nerolidol 
• 4602-84-0 farnesol 
• 19317-11-4 farnesal 

Downstream Products

• 3891-98-3 2,6,10-trimethyldodecane 
• 54833-48-6 2,6,10,15-tetramethylheptadecane 
• 6750-34-1 (3R,7R)-hexahydrofarnesol 
• 156848-67-8 C₂₂H₂₉BrO₃ 
• 104746-49-8 (1S,2R)-5,5-dimethyl-2-(6-methylhepta-1,5-dien-2-yl)cyclohexanol 
• 28624-23-9 2,3,4,4a,5,6-hexahydro-1,4a-dimethyl-7-(1-methylethyl)-naphthalene 

Relevant articles and documents

PRODUCTION OF FARNESOL

The present invention relates to an improved way for the production of farnesol.

Synthesis of farnesol isomers via a modified wittig procedure

(Chemical Equation Presented) The four olefin stereoisomers of farnesol have been synthesized from readily available nerylacetone or commercial geranylacetone. A new variation on the use of β-oxido ylides favored the (2Z)-stereoisomers, whereas the (2E)-isomers were obtained through a classical Horner-Wadsworth-Emmons condensation with triethyl phosphonoacetate and reduction of the resulting ester.

SYNTHESE A L'AIDE DE SULFONES-XXVI. SYNTHESE D'ALCOOLS ALLYLIQUES ET DE POLYPRENOLS PAR ATTACHEMENT D'UN SYNTHON PRENOL EN POSITION 4 E

The E-hydroxyalkylsulphone PhSO2CH2C(CH3)=CHCH2OH is regioselectively and stereoselectively substituted by Grignard reagents in the presence of copper(II) acetylacetonate, giving E allylic alcohols in high yield.A recurrent synthesis of polyprenols and an efficient preparation of the African Monarch pheromone are described.