2-Cyclohexyl-1-chloroethene

Base Information

• Chemical Name: 2-Cyclohexyl-1-chloroethene
• CAS No.: 15963-69-6
• Molecular Formula: C₈H₁₃Cl
• Molecular Weight: 144.644
• Mol file: 15963-69-6.mol

Synonyms:(2-Chlorovinyl)cyclohexane;2-Cyclohexyl-1-chloroethene

Chemical Property of 2-Cyclohexyl-1-chloroethene

Chemical Property:

• PSA: 0.00000
• LogP: 3.31920

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Cyclohexyl-1-chloroethene

There total 31 articles about 2-Cyclohexyl-1-chloroethene 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: 86.0%

2-bromo-2-chloro-1-cyclohexylethyl acetate (247943-54-0) → (2-chloroethenyl)cyclohexane (67404-71-1,15963-69-6)

Guidance literature:

With samarium; diiodomethane; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1002/1099-0690(200206)2002:11<1839::AID-EJOC1839>3.0.CO;2-R

Reference yield: 78.0%

cis-1,2-Dichloroethylene (156-59-2,43695-79-0) + vinylcyclohexane (695-12-5,25498-06-0) → (Z)-(2-chloroethenyl)cyclohexane (67404-70-0,15963-69-6)

Guidance literature:

With C₅₂H₅₇F₅MoN₂O; In benzene; at 22 ℃; for 4h; stereoselective reaction;

DOI:10.1038/nature17396

Reference yield: 38.0%

cyclohexylmercury chloride (24371-94-6) + cis-2-chloro-vinylmercury (1+); chloride (1190-78-9,2350-34-7,5980-86-9) → (2-chloroethenyl)cyclohexane (67404-71-1,15963-69-6)

Guidance literature:

In dimethyl sulfoxide; Irradiation (UV/VIS); mixt. of substrate (E/Z ratio 3.0) and mercurial (1.2 equiv) is irradiated in nitrogen-purged solvent in Pyrex tube with 350-nm Rayonet photoreactor for 10 h; mixt. is poured into water, extd., extract is washed twice with aq. sodium thiosulfate, dried over anhyd. Na2SO4, concd.; GLC (E/Z ratio 0.7), (1)H-NMR, GCMS;

DOI:10.1021/om00093a020

upstream raw materials:

1,2-Dichloroethylene

cyclohexane

trans-1,2-dichloroethylene

2-bromo-2-chloro-1-cyclohexylethyl acetate

Refernces

• 1、 -. "METATHESIS CATALYSTS AND METHODS THEREOF". Paragraph 00301. . Retrieved 2016/08/10.
• 2、 Concellon, Jose M.,Rodriguez-Solla, Humberto,Huerta, Monica,Perez-Andres, Juan A.. "Synthesis of (E)-α,β-unsaturated esters and (Z)-vinyl halides with total or high diastereoselectivity by using samarium metal". . p. 1839 - 1847. Retrieved 2007/10/03.