(E)-alpha-bisabolene

Base Information

• Chemical Name: (E)-alpha-bisabolene
• CAS No.: 25532-79-0
• Deprecated CAS: 70286-16-7
• Molecular Formula: C15H24
• Molecular Weight: 204.356
• European Community (EC) Number: 241-610-9
• DSSTox Substance ID: DTXSID101037209
• Nikkaji Number: J410.290H
• Wikidata: Q4032852,Q27121556
• Metabolomics Workbench ID: 28242
• Mol file: 25532-79-0.mol

Synonyms:(E)-alpha-bisabolene;alpha-Bisabolene;25532-79-0;1-methyl-4-[(2E)-6-methylhepta-2,5-dien-2-yl]cyclohexene;6-Methyl-2-(4-methylcyclohex-3-enyl)hept-2,5-diene;17627-44-0;(9E)-bisabola-4,7(11),9-triene 4-[(1E)-1,5-dimethylhexa-1,4-dien-1-yl]-1-methylcyclohexene;trans-.alpha.-Bisabolene;2,5-Heptadiene, 2-methyl-6-(4-methyl-3-cyclohexen-1-yl)-, (E)-;bisabola-4,7(11),9-triene;(+/-)-(E)-alpha-Bisabolene;FEMA No. 3331, alpha-E-;alpha-Bisabolen;bisabola-1,8,12-triene;4-(1,5-dimethylhexa-1,4-dien-1-yl)-1-methylcyclohexene;Cyclohexene, 4-(1,5-dimethyl-1,4-hexadienyl)-1-methyl-;2,5-Heptadiene, 2-methyl-6-(4-methyl-3-cyclohexen-1-yl)-;CHEBI:49240;CHEBI:49242;YHBUQBJHSRGZNF-VGOFMYFVSA-N;DTXSID101037209;(9E)-bisabola-4,7(11),9-triene;LMPR0103060007;C19749;Q4032852;Q27121556;1-Methyl-4-[(2E)-6-methyl-2,5-heptadien-2-yl]cyclohexene;4-[(1E)-1,5-Dimethyl-1,4-hexadienyl]-1-methyl-1-cyclohexene #;4-[(1E)-1,5-dimethylhexa-1,4-dien-1-yl]-1-methylcyclohexene

Chemical Property of (E)-alpha-bisabolene

Chemical Property:

• Vapor Pressure: 0.00787mmHg at 25°C
• Boiling Point: 276.9±25.0 °C(Predicted)
• PSA: 0.00000
• Density: 0.859±0.06 g/cm3(Predicted)
• LogP: 5.03540
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 204.187800766
• Heavy Atom Count: 15
• Complexity: 285

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC(CC1)C(=CCC=C(C)C)C
• Isomeric SMILES: CC1=CCC(CC1)/C(=C/CC=C(C)C)/C
• Uses: α-(E)-Bisabolene?is a sesquiterpenes and is found in the essential oil of Daucus carota (carrot) and leaves of Plinia cerrocampanensis (Myrtaceae). Bisabolene exhibits antioxidant, antibacterial, and anticancer properties. In addition, bisabolene can be used to develop potential biofuels to replace diesel and aviation fuel.

Technology Process of (E)-alpha-bisabolene

There total 37 articles about (E)-alpha-bisabolene 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: 83.3%

threo-3-diphenylphosphinoyl-2-(4-methylcyclohex-3-enyl)-6-methylhept-5-en-2-ol → (E)‐α‐bisabolene (25532-79-0) + (+-)-4-acetyl-1-methylcyclohexene (6090-09-1)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 50 ℃; for 1h;

Reference yield: 60.0%

biphenol (Z,Z)-monofarnesyl ether (86803-78-3) → β-bisabolene (4891-79-6) + (Z)-α-bisabolene (29837-07-8) + (E)‐α‐bisabolene (25532-79-0)

Guidance literature:

With diisobutylaluminium hydride; Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; 1.) -78 deg C, 30 min, 2.) 20 deg C, 4.5 h;

DOI:10.1021/ja00357a033

Reference yield: 34.0%

biphenol (Z,E)-monofarnesyl ether (86803-79-4) → β-bisabolene (4891-79-6) + (Z)-α-bisabolene (29837-07-8) + (E)‐α‐bisabolene (25532-79-0)

Guidance literature:

With diisobutylaluminium hydride; Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; 1.) -78 deg C, 30 min, 2.) 20 deg C, 4.5 h;

DOI:10.1021/ja00357a033

upstream raw materials:

(Z,E)-Farnesyldiphenylphosphat

catechol (Z,Z)-monofarnesyl ether

catechol (Z,E)-monofarnesyl ether

biphenol (Z,Z)-monofarnesyl ether

Refernces

• 1、 -. "PROCESS FOR REMOVING FARNESOL FROM MIXTURES WITH ALPHA-BISABOLOL". Page/Page column 5. . Retrieved 2008/06/13.
• 2、 Surkova, A. A.,Lozanova, A. V.,Dragan, V. A.,Gur'yan, V. A.,Moiseenkov, A. M.. "CYCLIZATION OF SOME LINEAR TERPENOLS INITIATED BY "ACTIVATED" DMSO". . p. 760 - 762. Retrieved 2007/10/02.