(2(1')Z,2'E)-1,1-dimethyl-3-methylene-2-(3'-(phenylsulfinyl)-2'-butenylidene)cyclohexane

Base Information

• Chemical Name: (2(1')Z,2'E)-1,1-dimethyl-3-methylene-2-(3'-(phenylsulfinyl)-2'-butenylidene)cyclohexane
• CAS No.: 103149-82-2
• Molecular Formula: C₁₉H₂₄OS
• Molecular Weight: 300.465
• Mol file: 103149-82-2.mol

Synonyms:(2(1')Z,2'E)-1,1-dimethyl-3-methylene-2-(3'-(phenylsulfinyl)-2'-butenylidene)cyclohexane

Chemical Property of (2(1')Z,2'E)-1,1-dimethyl-3-methylene-2-(3'-(phenylsulfinyl)-2'-butenylidene)cyclohexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2(1')Z,2'E)-1,1-dimethyl-3-methylene-2-(3'-(phenylsulfinyl)-2'-butenylidene)cyclohexane

There total 5 articles about (2(1')Z,2'E)-1,1-dimethyl-3-methylene-2-(3'-(phenylsulfinyl)-2'-butenylidene)cyclohexane 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:

1-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-3-(phenylsulfinyl)-1,2-butadiene → (2(1')Z,2'Z)-1,1-dimethyl-3-methylene-2-(3'-(phenylsulfinyl)-2'-butenylidene)cyclohexane (103149-81-1) + (2(1')Z,2'E)-1,1-dimethyl-3-methylene-2-(3'-(phenylsulfinyl)-2'-butenylidene)cyclohexane (103149-82-2)

Guidance literature:

In benzene-d6; at 40 ℃; Title compound not separated from byproducts;

DOI:10.1021/ja00276a059

Reference yield:

2,6,6-trimethylcyclohex-1-enecarbaldehyde (432-25-7) → (2(1')Z,2'E)-1,1-dimethyl-3-methylene-2-(3'-(phenylsulfinyl)-2'-butenylidene)cyclohexane (103149-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2: Et₃N / tetrahydrofuran; CCl₄ / 1.) -78 deg C, 1 h, 2.) 0 deg C, 2 h

With n-butyllithium; triethylamine; In tetrahydrofuran; tetrachloromethane; hexane;

DOI:10.1021/ja00258a041

Reference yield:

1-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2-butyn-1-ol (23696-89-1) → (2(1')Z,2'E)-1,1-dimethyl-3-methylene-2-(3'-(phenylsulfinyl)-2'-butenylidene)cyclohexane (103149-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / tetrahydrofuran / -78 - 25 °C

2: 8 percent Spectr_. / benzene-d6 / 40 °C

With triethylamine; In tetrahydrofuran; benzene-d6;

DOI:10.1021/ja00276a059

upstream raw materials:

1-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2-butyn-1-ol

benzenesulfenyl chloride

2,6,6-trimethylcyclohex-1-enecarbaldehyde

Downstream raw materials:

(2(1')Z,2'Z)-1,1-dimethyl-3-methylene-2-(butenylidene)cyclohexane

(2(1')Z,2'Z)-1,1-dimethyl-3-methylene-2-(butenylidene)cyclohexane

(tert-butylsulfinyl)benzene