(E)-BETA-FARNESENE

Base Information

• Chemical Name: (E)-BETA-FARNESENE
• CAS No.: 18794-84-8
• Molecular Formula: C15H24
• Molecular Weight: 204.356
• Hs Code.: 2901299090
• Mol file: 18794-84-8.mol

Synonyms:1,6,10-Dodecatriene,7,11-dimethyl-3-methylene-, (E)- (8CI);(E)-7,11-Dimethyl-3-methylene-1,6,10-dodecatriene;(E)-b-Farnesene;trans-b-Farnesene;b-Farnesene;

Chemical Property of (E)-BETA-FARNESENE

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 0.0101mmHg at 25°C
• Melting Point: < 25ºC
• Refractive Index: 1.487 (589.3 nm 18℃)
• Boiling Point: 272.5 °C at 760 mmHg
• Flash Point: 230ºF(110ºC)
• PSA: 0.00000
• Density: 0.807 g/cm³
• LogP: 5.20150
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly)
• Water Solubility.: 100μg/L at 20℃

Purity/Quality:

99%min ^*data from raw suppliers

trans-β-Farnesene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• General Description: (E)-BETA-FARNESENE is a sesquiterpene compound that can be synthesized through stereoselective methods involving Claisen rearrangements and iterative sequences, as demonstrated in the synthesis of β-farnesene and related isoprenoid compounds. It is enzymatically produced by (E)-β-farnesene synthase from farnesyl diphosphate, with optimal activity under specific pH and metal cofactor conditions (Mg2?, Mn2?, or Co2?). The recombinant enzyme from *Artemisia annua* exclusively forms β-farnesene, exhibiting high substrate specificity and catalytic efficiency. Additionally, truncated taxadiene synthase can also utilize farnesyl diphosphate to produce sesquiterpenes, including β-farnesene, though this enzyme primarily functions in taxadiene biosynthesis.

Technology Process of (E)-BETA-FARNESENE

There total 92 articles about (E)-BETA-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: 86.0%

2-(((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy)tetrahydro-2H-pyran (79577-53-0,110990-63-1,120732-61-8,120732-65-2,67858-93-9) → (E)-β-farnesene (18794-84-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 60 ℃; for 16h;

DOI:10.1021/jo800355y

Reference yield: 85.0%

1-dimethylphenylsilyl-6,10-dimethyl-2-vinyl-1,5,9-undecatriene (87513-97-1) → (E)-β-farnesene (18794-84-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dimethyl sulfoxide; at 80 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)96677-3

Reference yield: 40.2%

(3RS)-nerolidyl diphosphate (40716-67-4) → (E)-β-farnesene (18794-84-8) + (E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol (40716-66-3) + 8α-hydroxy-presilphiperfolene

Guidance literature:

With recombinant presilphiperfolan-8β-ol synthase; at 30 ℃; for 5h; pH=7; aq. buffer;

upstream raw materials:

Farnesol

(E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol

β-caryophyllene

(E)-7,11-dimethyl-3-methylene-dodeca-6,10-diene-1,2-diol

Downstream raw materials:

(+/-)-4-(4,8-dimethyl-nona-3t,7-dienyl)-cyclohex-4-ene-1r,2c-dicarboxylic acid

2,6,10-trimethyldodecane

(E,E)-alpha-farnesene

trans(C₁₀)allofarnesene

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