(+/-)-β-cadinene

Base Information

• Chemical Name: (+/-)-β-cadinene
• CAS No.: 5951-61-1
• Molecular Formula: C₁₅H₂₄
• Molecular Weight: 204.356
• Mol file: 5951-61-1.mol

Synonyms:

Chemical Property of (+/-)-β-cadinene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-β-cadinene

There total 9 articles about (+/-)-β-cadinene 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: 39.0%

7-chloro-10-isopropyl-3,7-dimethylbicyclo<4.4.0>dec-3-ene (122305-06-0,122332-54-1) → rac β-muurolene (523-47-7,5951-61-1,6013-64-5,16509-53-8,122332-53-0,132296-09-4,5743-03-3) + rac γ2-muurolene (5957-56-2,7089-89-6,29336-47-8,82166-09-4,122332-52-9)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; for 50h; Heating;

DOI:10.1016/S0040-4020(01)89792-1

Reference yield: 39.0%

((4R,4aR,8aS)-4-Isopropyl-6-methyl-3,4,4a,5,8,8a-hexahydro-naphthalen-1-yloxy)-trimethyl-silane (94782-08-8) → (+/-)-β-cadinene (5951-61-1,5743-03-3)

Guidance literature:

With bis(acetylacetonate)nickel(II); methylmagnesium bromide; In diethyl ether; benzene; at 80 ℃; for 40h;

DOI:10.1021/jo00206a036

Reference yield: 8.0%

germacrene D (105453-16-5) → (±)-δ-cadinene (483-76-1,13061-82-0,16729-01-4,20085-20-5,60305-17-1,73365-79-4) + epizonarene (5975-30-4,35938-51-3,36437-95-3,41702-63-0,41702-64-1,41929-05-9,51819-91-1,74036-35-4,76898-68-5,149115-45-7) + (+/-)-β-cadinene (5951-61-1,5743-03-3) + ω-cadinene (17627-21-3)

Guidance literature:

With boron trifluoride dimethyl etherate; In diethyl ether; Dimethyl ether; Further byproducts given;

DOI:10.1016/S0031-9422(00)00266-1

upstream raw materials:

7-chloro-10-isopropyl-3,7-dimethylbicyclo<4.4.0>dec-3-ene

trans-3-(4-chloro-2-methyl-2(E)-butenyl)-4-isopropyl-1-methylcyclohex-1-ene

((4R,4aR,8aS)-4-Isopropyl-6-methyl-3,4,4a,5,8,8a-hexahydro-naphthalen-1-yloxy)-trimethyl-silane

germacrene D

Refernces

• 1、 Buelow, Nils,Koenig, Wilfried A. "The role of germacrene D as a precursor in sesquiterpene biosynthesis: Investigations of acid catalyzed, photochemically and thermally induced rearrangements". . p. 141 - 168. Retrieved 2007/10/03.