(Z)-alpha-Bisabolene

Base Information

• Chemical Name: (Z)-alpha-Bisabolene
• CAS No.: 17627-44-0
• Deprecated CAS: 70332-15-9
• Molecular Formula: C₁₅H₂₄
• Molecular Weight: 204.356
• European Community (EC) Number: 241-610-9
• DSSTox Substance ID: DTXSID601037278
• Nikkaji Number: J624.032A,J9.046H
• Wikidata: Q27121555
• Metabolomics Workbench ID: 28241
• Mol file: 17627-44-0.mol

Synonyms:(Z)-alpha-Bisabolene;cis-alpha-Bisabolene;alpha-Bisabolene;29837-07-8;cis-.alpha.-Bisabolene;(E)-.alpha.-bisabolene;1,8,12-Bisabolatriene;2,5-Heptadiene, 2-methyl-6-(4-methyl-3-cyclohexen-1-yl)-, (Z)-;.alpha.-Bisabolene;Cyclohexene, 4-((1Z)-1,5-dimethyl-1,4-hexadien-1-yl)-1-methyl-;Cyclohexene, 4-(1,5-dimethyl-1,4-hexadienyl)-1-methyl-, (Z)-;alpha1-Bisabolene;4-[(1Z)-1,5-Dimethyl-1,4-hexadienyl]-1-methyl-1-cyclohexene;6-Methyl-2-(4-methylcyclohex-3-enyl)hept-2,5-diene;17627-44-0;(9Z)-bisabola-4,7(11),9-triene 4-[(1Z)-1,5-dimethylhexa-1,4-dien-1-yl]-1-methylcyclohexene;trans-.alpha.-Bisabolene;(Z)-.alpha.-Bisabolene;UNII-SUQ209P6FX;bisabola-4,7(11),9-triene;Cyclohexene, 4-[(1Z)-1,5-dimethyl-1,4-hexadien-1-yl]-1-methyl-;EINECS 241-610-9;a-Limene;a-Bisabolene?;.alpha.-Bisabolene (Z);2,7,10-Bisabolatriene;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)-;2,5-Heptadiene, 2-methyl-6-(4-methyl-3-cyclohexen-1-yl)-, (E)-;CHEBI:49241;FEMA 3331;YHBUQBJHSRGZNF-AUWJEWJLSA-N;YHBUQBJHSRGZNF-UHFFFAOYSA-N;DTXSID601037278;FEMA No. 3331, alpha-Z-;(+/-)-alpha-Bisabolene, (Z)-;(9Z)-bisabola-4,7(11),9-triene;LMPR0103060006;Q27121555;4-(1,5-Dimethyl-1,4-hexadienyl)-1-methyl-cyclohexene;1-methyl-4-(1,5-dimethyl-(z)-1,4-hexadienyl)-cyclohexene;1-Methyl-4-(6-methylhepta-2,5-dien-2-yl)cyclohex-1-ene;4-(1,5-Dimethyl-1,4-hexadien-1-yl)-1-methyl-Cyclohexene;4-(1,5-Dimethyl-1,4-hexadienyl)-1-methylcyclohexene, 9CI;4-[(1Z)-1,5-dimethyl-hexa-1,4-dienyl]-1-methyl-cyclohexene;4-((1Z)-1,5-Dimethyl-1,4-hexadien-1-yl)-1-methyl-cyclohexene;4-[(1E)-1,5-Dimethyl-1,4-hexadienyl]-1-methyl-1-cyclohexene;4-[(1Z)-1,5-dimethylhexa-1,4-dien-1-yl]-1-methylcyclohexene;Cyclohexene, 4-((1Z)-1,5-dimethyl-1,4-hexadienyl)-1-methyl-;Cyclohexene, 4-[(1E)-1,5-dimethyl-1,4-hexadienyl]-1-methyl-;6 - methyl - 2 - (4 - methylcyclohex - 3 - enyl)hept - 2,5 - diene

Chemical Property of (Z)-alpha-Bisabolene

Chemical Property:

• Vapor Pressure: 0.00787mmHg at 25°C
• Boiling Point: 276.9°Cat760mmHg
• Flash Point: 110.5°C
• PSA: 0.00000
• Density: 0.859g/cm³
• 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:

99% ^*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

Technology Process of (Z)-alpha-Bisabolene

There total 7 articles about (Z)-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:

(+/-)-nerolidol (7212-44-4) → β-bisabolene (4891-79-6) + bisabolol (515-69-5,23089-26-1,23178-88-3,25428-43-7,72059-10-0,72691-24-8,76738-75-5,78148-59-1,123877-54-3,26560-22-5) + α-bisabolene (17627-44-0,25532-79-0,29837-07-8,32443-65-5,58845-44-6,70286-16-7,70286-31-6,70286-32-7,70286-33-8,70332-15-9)

Guidance literature:

With phosphotungstic acid; In acetone; at 40 ℃; for 0.5h; Time; Solvent; Catalytic behavior; Green chemistry;

DOI:10.1016/j.apcata.2015.06.022

Reference yield:

(+/-)-nerolidol (7212-44-4) → farnesol (4602-84-0) + bisabolol (515-69-5,23089-26-1,23178-88-3,25428-43-7,72059-10-0,72691-24-8,76738-75-5,78148-59-1,123877-54-3,26560-22-5) + α-bisabolene (17627-44-0,25532-79-0,29837-07-8,32443-65-5,58845-44-6,70286-16-7,70286-31-6,70286-32-7,70286-33-8,70332-15-9)

Guidance literature:

With perchloric acid; methanesulfonic acid; In water; acetone; at 15 - 20 ℃; for 24.67h; Product distribution / selectivity;

Reference yield:

(E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol (40716-66-3) → bisabolol (515-69-5,23089-26-1,23178-88-3,25428-43-7,72059-10-0,72691-24-8,76738-75-5,78148-59-1,123877-54-3,26560-22-5) + α-bisabolene (17627-44-0,25532-79-0,29837-07-8,32443-65-5,58845-44-6,70286-16-7,70286-31-6,70286-32-7,70286-33-8,70332-15-9) + γ-bisabolene (495-62-5,90458-95-0,5957-36-8) + 3,7,11-trimethyl-2ξ,6E,10-dodecatrien-1-ol (56194-28-6)

Guidance literature:

With potassium hydroxide; dimethyl sulfoxide; trifluoroacetic anhydride; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; 1.) CH₂Cl₂, -70 deg C, 20 min, 2.) MeOH, 25 deg C, 30 min;

DOI:10.1007/BF00958568

upstream raw materials:

(2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol

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

(+/-)-nerolidol