4-(2,2-dichloroethenyl)-N,N-dimethylaniline

Base Information

• Chemical Name: 4-(2,2-dichloroethenyl)-N,N-dimethylaniline
• CAS No.: 6798-58-9
• Molecular Formula: C10H11Cl2N
• Molecular Weight: 216.11
• NSC Number: 174111
• DSSTox Substance ID: DTXSID90306109
• Nikkaji Number: J1.380.431A
• Mol file: 6798-58-9.mol

Synonyms:6798-58-9;4-(2,2-dichloroethenyl)-N,N-dimethylaniline;NSC174111;dichloro-(p-dimethylaminostyrene);DTXSID90306109;NSC-174111

Chemical Property of 4-(2,2-dichloroethenyl)-N,N-dimethylaniline

Chemical Property:

• Vapor Pressure: 0.000792mmHg at 25°C
• Boiling Point: 306°C at 760 mmHg
• Flash Point: 138.9°C
• Density: 1.238g/cm³
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 215.0268547
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C=C(Cl)Cl

Technology Process of 4-(2,2-dichloroethenyl)-N,N-dimethylaniline

There total 6 articles about 4-(2,2-dichloroethenyl)-N,N-dimethylaniline 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: 27.0%

diethyl (dichloromethyl)phosphonate (3167-62-2) + 4-dimethylamino-benzaldehyde (100-10-7) → diethyl chloromethylphosphonate (3167-63-3) + p-dimethylamino phenyl-2 dichloro-1,1 ethylene (6798-58-9)

Guidance literature:

With tetramethylammonium tetrafluoroborate; In N,N-dimethyl-formamide; Ambient temperature; controlled potential electrolysis; cathode: Hg; electrode ref.: AgI/Ag;

Reference yield: 26.0%

tetrachloromethane (56-23-5) + 4-N,N-dimethylaminobenzaldehyde hydrazone (41463-93-8) → p-dimethylamino phenyl-2 dichloro-1,1 ethylene (6798-58-9)

Guidance literature:

With copper(I) chloride; ammonium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 4h;

DOI:10.1016/S0040-4020(00)00606-2

Reference yield:

4-dimethylamino-benzaldehyde (100-10-7) → p-dimethylamino phenyl-2 dichloro-1,1 ethylene (6798-58-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / hydrazine hydrate / ethanol / 3 h / Heating

2: 26 percent / aq. NH₃; Cu₂Cl₂ / dimethylsulfoxide / 4 h / 20 °C

With copper(I) chloride; ammonium hydroxide; hydrazine hydrate; In ethanol; dimethyl sulfoxide; 1: Condensation / 2: Oxidation;

DOI:10.1016/S0040-4020(00)00606-2

upstream raw materials:

4-dimethylamino-benzaldehyde

triphenylphosphonium dichloromethylide

diethyl (dichloromethyl)phosphonate

tetrachloromethane

Refernces

• 1、 Ram, Ram N.,Tittal, Ram K.. "β-(Carbonatoxy)alkyl radicals: A new subset of β-(ester)alkyl radical fragmentation during copper(I)-mediated synthesis of 1,1-dichloro-1-alkenes". . p. 4342 - 4345. Retrieved 2014/07/22.
• 2、 Shastin,Korotchenko,Nenajdenko,Balenkova. "A novel synthetic approach to dichlorostyrenes". . p. 6557 - 6563. Retrieved 2007/10/03.