FARNESENE

Base Information

• Chemical Name: FARNESENE
• CAS No.: 502-61-4
• Molecular Formula: C15H24
• Molecular Weight: 204.356
• Hs Code.: 2901299090
• Mol file: 502-61-4.mol

Synonyms:1,3,6,10-Dodecatetraene,3,7,11-trimethyl-, (E,E)- (8CI);Farnesene (6CI);(3E,6E)-a-Farnesene;(E,E)-a-Farnesene;trans,trans-a-Farnesene;trans-2,6,10-Trimethyl-2,6,9,11-dodecatetraene;trans-3,7,11-Trimethyl-1,3,6,10-dodecatetraene;trans-a-Farnesene;a-Farnesene;(3E,6E)-3,7,11-trimethyldodeca-1,3,6,10-tetraene;2,6,10-Trimethyl-2,6,9,11-dodecatetraene;

Chemical Property of FARNESENE

Chemical Property:

• Appearance/Colour: Colourless to pale green-yellow liquid; fruity aroma
• Vapor Pressure: 0.00673mmHg at 25°C
• Melting Point: <25 °C
• Refractive Index: n20/D 1.490-1.505(lit.)
• Boiling Point: 279.6 °C at 760 mmHg
• Flash Point: 113.2 °C
• PSA: 0.00000
• Density: 0.812 g/cm³
• LogP: 5.20150
• Storage Temp.: -20°C, Light sensitive
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

α-Farnesene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: α-Farnesene acts as an alarm pheromone in termites; also acts as a food attractants for the apple tree pest, the codling moth. α-Farnesene is also the chief compound contributing to the scent of gardenia, making up ~65% of the headspace constituents.

Technology Process of FARNESENE

There total 40 articles about FARNESENE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

(2'E)-2-(3',7'-dimethylocta-2',6'-dienyl)-3-methyl-2,5-dihydrothiophen 1,1-dioxide (94987-60-7) → (E,E)-alpha-farnesene (502-61-4,21499-64-9)

Guidance literature:

In xylene; for 0.0833333h; Heating;

DOI:10.1002/jlcr.2580341111

Reference yield: 36.0%

(E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol (40716-66-3) → (E)-β-farnesene (18794-84-8) + (3Z,6E)-α-farnesene (26560-14-5,21499-64-9) + (E,E)-alpha-farnesene (502-61-4,21499-64-9)

Guidance literature:

With pyridine; In dimethyl sulfoxide; at 160 ℃; for 0.0833333h;

DOI:10.1016/S0040-4039(01)90401-0

Reference yield:

farnesyl pyrophosphate (372-97-4,13058-04-3,25744-33-6,27248-37-9,27248-38-0,40716-68-5) → (E)-β-farnesene (18794-84-8) + (E,E)-alpha-farnesene (502-61-4,21499-64-9) + (S)-(-)-germacrene A (28028-64-0,28387-44-2,69460-21-5,69460-22-6,69609-31-0,69609-33-2,69686-13-1,69686-14-2,75023-40-4,83509-17-5) + 4,5-di-epi-aristolochene (123408-96-8)

Guidance literature:

With P_. roqueforti aristolochene synthase L₁₀₈A mutant; 2-hydroxyethanethiol; magnesium chloride; In glycerol; at 30 ℃; Concentration; Kinetics; Tris buffer; Enzymatic reaction;

DOI:10.1039/c1ob06184d

upstream raw materials:

3-buten-1-yne

neryl chloride

trimethylaluminum

cis-nerolidol

Downstream raw materials:

2,6,10-trimethyldodecane

6-Methyl-hept-5-en-2-on

4-oxopentanal

acetone

Refernces

• 1、 Hassemer, Marla J.,Sant'Ana, Josué,Borges, Miguel,Withall, David,Pickett, John A.,De Oliveira, Márcio W.M.,Laumann, Raul A.,Birkett, Michael A.,Blassioli-Moraes, Maria C.. "Revisiting the Male-Produced Aggregation Pheromone of the Lesser Mealworm, Alphitobius diaperinus (Coleoptera, Tenebrionidae): Identification of a Six-Component Pheromone from a Brazilian Population". . p. 6809 - 6818. Retrieved 2016/09/23.
• 2、 Cosse, Allard A.,Bartelt, Robert J.,Zilkowski, Bruce W.,Bean, Daniel W.,Andress, Earl R.. "Behaviorally active green leaf volatiles for monitoring the leaf beetle, Diorhabda elongata, a biocontrol agent of saltcedar, Tamarix spp.". . p. 2695 - 2708. Retrieved 2008/04/11.