(E)-3-(2-chlorophenyl)-2-methylacrylonitrile

Base Information

• Chemical Name: (E)-3-(2-chlorophenyl)-2-methylacrylonitrile
• CAS No.: 51220-02-1
• Molecular Formula: C₁₀H₈ClN
• Molecular Weight: 177.633
• Mol file: 51220-02-1.mol

Synonyms:(E)-3-(2-chlorophenyl)-2-methylacrylonitrile

Chemical Property of (E)-3-(2-chlorophenyl)-2-methylacrylonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-(2-chlorophenyl)-2-methylacrylonitrile

There total 6 articles about (E)-3-(2-chlorophenyl)-2-methylacrylonitrile 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: 73.0%

C10H10ClNO → (E)-3-(2-chlorophenyl)-2-methylacrylonitrile (51220-02-1)

Guidance literature:

With silver(I) acetate; lithium chloride; palladium dichloride; In acetonitrile; at 80 ℃; Inert atmosphere;

DOI:10.1021/jacs.5b06418

Reference yield:

3-(2-chlorophenyl)-2-methylacrylic acid (1614-98-8,66482-43-7,66482-44-8) → (E)-3-(2-chlorophenyl)-2-methylacrylonitrile (51220-02-1)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / Inert atmosphere; Reflux

2: ammonium hydroxide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3: palladium dichloride; silver(I) acetate; lithium chloride / acetonitrile / 80 °C / Inert atmosphere

With ammonium hydroxide; thionyl chloride; silver(I) acetate; lithium chloride; palladium dichloride; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jacs.5b06418

Reference yield:

trans-ethyl-(2-chloro)-α-methylcinnamate (133455-43-3) → (E)-3-(2-chlorophenyl)-2-methylacrylonitrile (51220-02-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide / ethanol / 20 °C / Inert atmosphere

2: thionyl chloride / Inert atmosphere; Reflux

3: ammonium hydroxide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

4: palladium dichloride; silver(I) acetate; lithium chloride / acetonitrile / 80 °C / Inert atmosphere

With ammonium hydroxide; thionyl chloride; silver(I) acetate; lithium chloride; sodium hydroxide; palladium dichloride; In tetrahydrofuran; ethanol; acetonitrile;

DOI:10.1021/jacs.5b06418

upstream raw materials:

2-chloro-benzaldehyde

trans-ethyl-(2-chloro)-α-methylcinnamate

3-(2-chlorophenyl)-2-methylacrylic acid

Refernces