(Z)-beta-Chloro-4-(dimethylamino)styrene

Base Information

• Chemical Name: (Z)-beta-Chloro-4-(dimethylamino)styrene
• CAS No.: 177799-61-0
• Molecular Formula: C10H12ClN
• Molecular Weight: 181.665
• Nikkaji Number: J1.410.320A
• Mol file: 177799-61-0.mol

Synonyms:(Z)-beta-Chloro-4-(dimethylamino)styrene;(Z)-[4-(2-Chloro-vinyl)-phenyl]-dimethyl-amine

Chemical Property of (Z)-beta-Chloro-4-(dimethylamino)styrene

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 181.0658271
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C=CCl
• Isomeric SMILES: CN(C)C1=CC=C(C=C1)/C=C\Cl

Technology Process of (Z)-beta-Chloro-4-(dimethylamino)styrene

There total 3 articles about (Z)-beta-Chloro-4-(dimethylamino)styrene 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:

4-dimethylamino-benzaldehyde (100-10-7) + (chloromethylene)triphenylphosphorane (29949-92-6) → Z-2-chloro-1-<4-(N,N-dimethylamino)phenyl>ethene (177799-61-0) + 2-chloro-1-(p-N,N-dimethylaminophenyl)ethene

Guidance literature:

In tetrahydrofuran; hexane; at 20 ℃;

DOI:10.1016/j.tet.2006.01.030

Reference yield:

chloromethyltriphenylphosphonium chloride (5293-84-5) + 4-dimethylamino-benzaldehyde (100-10-7) → Z-2-chloro-1-<4-(N,N-dimethylamino)phenyl>ethene (177799-61-0) + 2-chloro-1-(p-N,N-dimethylaminophenyl)ethene

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; Yield given. Yields of byproduct given. Title compound not separated from byproducts; 1.) 0 deg C, 30 min, 2.) r.t., overnight;

Reference yield:

4-dimethylamino-benzaldehyde (100-10-7) + (chloromethylene)triphenylphosphorane (29949-92-6) → Z-2-chloro-1-<4-(N,N-dimethylamino)phenyl>ethene (177799-61-0)

Guidance literature:

In tetrahydrofuran; hexane; Yield given; Ambient temperature;

DOI:10.1246/bcsj.56.361

upstream raw materials:

4-dimethylamino-benzaldehyde

(chloromethylene)triphenylphosphorane

chloromethyltriphenylphosphonium chloride

Downstream raw materials:

4-ethynyl-N,N-dimethylaniline

[4-(dimethylamino)phenyl]propargyl aldehyde