3,5-Dichlorostyrene

Base Information

• Chemical Name: 3,5-Dichlorostyrene
• CAS No.: 2155-42-2
• Molecular Formula: C8H6Cl2
• Molecular Weight: 173.042
• Mol file: 2155-42-2.mol

Synonyms:1,3-Dichloro-5-vinylbenzene;3,5-dichlorostyrene;3,5-Dichlor-styrol;Benzene, 1,3-dichloro-5-ethenyl-;1,3-dichloro-5-ethenyl-benzene;

Chemical Property of 3,5-Dichlorostyrene

Chemical Property:

• Vapor Pressure: 0.0698mmHg at 25°C
• Melting Point: 48.5°C (estimate)
• Refractive Index: 1.5745 (estimate)
• Boiling Point: 237.2oC at 760 mmHg
• Flash Point: 100.4oC
• PSA: 0.00000
• Density: 1.242g/cm3
• LogP: 3.63640

Purity/Quality:

98%min ^*data from raw suppliers

1,3-Dichloro-5-vinylbenzene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,5-Dichlorostyrene

There total 15 articles about 3,5-Dichlorostyrene 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: 60.0%

methanol (67-56-1) + 1-(3,5-dichlorophenyl)-2-(pentamethyldisilanyl)ethyl trifluoroacetate → 3,5-dichloro-2-vinylbenzene (2155-42-2) + 1-(3,5-dichlorophenyl)-1-methoxy-2-(pentamethyldisilanyl)ethane

Guidance literature:

With 2,6-dimethylpyridine; at 25 ℃; for 3h;

DOI:10.1246/bcsj.67.500

Reference yield: 55.0%

3,5-dichlorobenzaldehyde (10203-08-4) + Methyltriphenylphosphonium bromide (1779-49-3) → 3,5-dichloro-2-vinylbenzene (2155-42-2)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; for 0.5h; Cooling with ice;

3,5-dichlorobenzaldehyde; In tetrahydrofuran; at 20 ℃; for 0.5h; Cooling with ice;

DOI:10.1021/jacs.8b00766

Reference yield: 40.0%

1-(3,5-dichlorophenyl)-2-(pentamethyldisilanyl)ethyl trifluoroacetate → 3,5-dichloro-2-vinylbenzene (2155-42-2) + 1-(3,5-dichlorophenyl)-1-methoxy-2-(pentamethyldisilanyl)ethane

Guidance literature:

With 2,6-dimethylpyridine; methanol; at 25 ℃; for 3h;

DOI:10.1246/bcsj.67.500

upstream raw materials:

methanol

β-(3,5-Dichlorophenyl)ethanesulfonyl azide

Trifluoro-acetic acid 1-(3,5-dichloro-phenyl)-2-trimethylsilanyl-ethyl ester

3,5-dichlorobenzaldehyde

Refernces

• 1、 Luo, Chaosheng,Bandar, Jeffrey S.. "Superbase-Catalyzed anti-Markovnikov Alcohol Addition Reactions to Aryl Alkenes". supporting information. p. 3547 - 3550. Retrieved 2018/03/22.
• 2、 Shimizu, Nobujiro,Watanabe, Shin-ichiro,Tsuno, Yuho. "Silicon Effects. II. Structure and Stability of 1-Phenyl-2-(trimethylsilyl)ethyl Cation in Solution". . p. 2249 - 2254. Retrieved 2007/10/02.