2-(4-CHLOROPHENYL)-2-METHYLOXIRANE

Base Information

• Chemical Name: 2-(4-CHLOROPHENYL)-2-METHYLOXIRANE
• CAS No.: 1669-70-1
• Molecular Formula: C9H9 Cl O
• Molecular Weight: 168.623
• Hs Code.: 2910900090
• Mol file: 1669-70-1.mol

Synonyms:Cumene,p-chloro-a,b-epoxy- (7CI,8CI); 2-(4-Chlorophenyl)-2-methyloxirane;p-Chloro-a-methylstyrene oxide

Chemical Property of 2-(4-CHLOROPHENYL)-2-METHYLOXIRANE

Chemical Property:

• Vapor Pressure: 0.112mmHg at 25°C
• Boiling Point: 228.2°Cat760mmHg
• Flash Point: 96.9°C
• PSA: 12.53000
• Density: 1.214g/cm³
• LogP: 2.58540

Purity/Quality:

99% ^*data from raw suppliers

2-(4-CHLOROPHENYL)-2-METHYLOXIRANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-CHLOROPHENYL)-2-METHYLOXIRANE

There total 9 articles about 2-(4-CHLOROPHENYL)-2-METHYLOXIRANE 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: 96.0%

trimethylsulphonium iodide (2181-42-2) + para-chloroacetophenone (99-91-2) → p-chloro-α-methylstyrene oxide (1669-70-1)

Guidance literature:

trimethylsulphonium iodide; With sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; mineral oil; at 20 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

para-chloroacetophenone; In tetrahydrofuran; dimethyl sulfoxide; mineral oil; at 0 - 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/ja400325w

Reference yield: 94.0%

trimethylsulfoxonium iodide (1774-47-6) + para-chloroacetophenone (99-91-2) → p-chloro-α-methylstyrene oxide (1669-70-1)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol101406k

Reference yield: 94.0%

para-chloroacetophenone (99-91-2) + methyl trifluoromethanesulfonate (333-27-7) → p-chloro-α-methylstyrene oxide (1669-70-1)

Guidance literature:

para-chloroacetophenone; methyl trifluoromethanesulfonate; With thiophene; styrene; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In dichloromethane; at 20 ℃; for 0.416667h; Inert atmosphere;

With 1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2Λ⁵,4Λ⁵-catenadi(phosphazene); In tetrahydrofuran; dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201000255

upstream raw materials:

1-chloro-4-(1-methylethenyl)-benzene

dimethylsulfide

para-chloroacetophenone

methylenedimethyl sulfurane

Downstream raw materials:

2-(4-chlorophenyl)propanal

(S)-2-(4-chlorophenyl)propanal

C₂₃H₂₅ClN₂O

p-Chloro-β-methylphenethyl alcohol

Refernces

• 1、 Rezayee, Nomaan M.,Enem?rke, Valdemar J.,Linde, Sif T.,Lamhauge, Johannes N.,Reyes-Rodríguez, Gabriel J.,J?rgensen, Karl Anker,Lu, Chenxi,Houk. "An Asymmetric SN2 Dynamic Kinetic Resolution". supporting information. p. 7509 - 7520. Retrieved 2021/05/26.
• 2、 Vyas, Devendra J.,Larionov, Evgeny,Besnard, Celine,Guenee, Laure,Mazet, Clement. "Isomerization of terminal epoxides by a [Pd-H] catalyst: A combined experimental and theoretical mechanistic study". supporting information. p. 6177 - 6183. Retrieved 2013/06/04.