cis-4-chloro-β-methylstyrene oxide

Base Information

• Chemical Name: cis-4-chloro-β-methylstyrene oxide
• CAS No.: 135682-94-9
• Molecular Formula: C₉H₉ClO
• Molecular Weight: 168.623
• Mol file: 135682-94-9.mol

Synonyms:

Chemical Property of cis-4-chloro-β-methylstyrene oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-4-chloro-β-methylstyrene oxide

There total 15 articles about cis-4-chloro-β-methylstyrene oxide 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: 49.0%

E-1-(4-chlorophenyl)-1-propene (1879-53-4) → trans-2-(4-chlorophenyl)-3-methyloxirane (1886-50-6,2025-07-2,50337-50-3,50617-91-9,135682-94-9,135682-96-1,139014-54-3)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; water; at 20 ℃; for 1h;

Reference yield:

p-chloro(methylstyrene) (29125-75-5) → cis-4-chloro-β-methylstyrene oxide (135682-94-9) + cis-4-chloro-β-methylstyrene oxide

Guidance literature:

With Oxone; chiral N-aryl substituted oxazolidinone-containing ketone; potassium carbonate; In 1,2-dimethoxyethane; acetate buffer; at -10 ℃; for 4h; pH=9.3; Title compound not separated from byproducts;

DOI:10.1016/j.tetlet.2004.08.124

Reference yield:

cis-4-chloro-β-methylstyrene (1879-52-3) → cis-4-chloro-β-methylstyrene oxide (135682-94-9) + cis-4-chloro-β-methylstyrene oxide

Guidance literature:

With tert.-butylhydroperoxide; P₄₅₀ peroxygenase T₂₁₃M mutant; In aq. phosphate buffer; at 35 ℃; for 0.166667h; pH=7.5; Reagent/catalyst; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/chem.201601176

upstream raw materials:

E-1-(4-chlorophenyl)-1-propene

4-chlorobenzaldehyde

1-(4-chlorophenyl)-1-propanol

1-Chloro-4-iodobenzene

Refernces

• 1、 Wang, Li,Wei, Siping,Pan, Xianchao,Liu, Pingxian,Du, Xi,Zhang, Chun,Pu, Lin,Wang, Qin. "Enhanced Turnover for the P450 119 Peroxygenase-Catalyzed Asymmetric Epoxidation of Styrenes by Random Mutagenesis". . p. 2741 - 2749. Retrieved 2018/02/28.
• 2、 Zhang, Chun,Liu, Ping-Xian,Huang, Lu-Yi,Wei, Si-Ping,Wang, Li,Yang, Sheng-Yong,Yu, Xiao-Qi,Pu, Lin,Wang, Qin. "Engineering P450 Peroxygenase to Catalyze Highly Enantioselective Epoxidation of cis-β-Methylstyrenes". . p. 10969 - 10975. Retrieved 2016/07/27.