(-)-Isocembrene

Base Information

• Chemical Name: (-)-Isocembrene
• CAS No.: 25269-16-3
• Molecular Formula: C20H32
• Molecular Weight: 272.474
• Mol file: 25269-16-3.mol

Synonyms:1,5,10-Cyclotetradecatriene,1,5-dimethyl-9-methylene-12-(1-methylethyl)-, [S-(E,E,E)]-;1,5,10-Cyclotetradecatriene, 12-isopropyl-1,5-dimethyl-9-methylene-, (+)-(8CI); 1,5,10-Cyclotetradecatriene, 12-isopropyl-1,5-dimethyl-9-methylene-;Isocembrene

Chemical Property of (-)-Isocembrene

Chemical Property:

• Boiling Point: 367.9±42.0 °C(Predicted)
• PSA: 0.00000
• Density: 0.86±0.1 g/cm3(Predicted)
• LogP: 6.61780

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (-)-Isocembrene

There total 4 articles about (-)-Isocembrene 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:

Isocembrol (4R) (25269-17-4,53494-49-8,63568-83-2,63568-84-3,68421-38-5,78087-96-4,79897-32-8,80126-41-6,121702-09-8,121702-10-1,121702-11-2) → cembrene (1898-13-1) + (1S,2E,7E,11E)-2,4(18),7,11-cembratetraene (25269-16-3)

Guidance literature:

With trichlorophosphate; In pyridine; 1.) 0 deg C, 2.) room temperature, 24 h;

Reference yield:

(1S,2E, 4S,7E,11E)-2,7,11-cembratriene-4-ol (80126-41-6) → cembrene (1898-13-1) + (1S,2E,7E,11E)-2,4(18),7,11-cembratetraene (25269-16-3)

Guidance literature:

With trichlorophosphate; In pyridine; 1.) 0 deg C, 2.) room temperature, 24 h;

Reference yield:

(2E,7E,11E)-(S)-4-Isopropyl-7,11-dimethyl-cyclotetradeca-2,7,11-trienone (53343-10-5) → (1S,2E,7E,11E)-2,4(18),7,11-cembratetraene (25269-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.149 g / pentane / 4 h / Irradiation; high-pressure mercury lamp

2: 0.01 g / Zn, TiCl₄

With titanium tetrachloride; zinc; In pentane;

DOI:10.1007/BF00596739

upstream raw materials:

Isocembrol (4R)

(1S,2E, 4S,7E,11E)-2,7,11-cembratriene-4-ol

(1S)-18-norcembra-2Z,7E,11E-trien-4-one

1,1-dibromomethane

Refernces

• 1、 Wahlberg, Inger,Wallin, Ingrid,Narbonne, Claudine,Nishida, Toshiaki,Enzell, Curt R.. "Note on the Stereostructures of Thunbergol (Isocembrol) and 4-Epiisocembrol". . p. 65 - 68. Retrieved 2007/10/02.