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

Base Information

• Chemical Name: N-(2,2-dichloroethenyl)-4-methylbenzamide
• CAS No.: 54888-30-1
• Molecular Formula: C10H9Cl2NO
• Molecular Weight: 230.094
• DSSTox Substance ID: DTXSID60349528
• Nikkaji Number: J1.511.376F
• ChEMBL ID: CHEMBL1491384
• Mol file: 54888-30-1.mol

Synonyms:N-(2,2-dichloroethenyl)-4-methylbenzamide;54888-30-1;N-(2,2-Dichlorovinyl)-4-methylbenzamide;N-(2,2-Dichloro-vinyl)-4-methyl-benzamide;Benzamide, N-(2,2-dichloroethenyl)-4-methyl-;MLS000077092;CHEMBL1491384;DTXSID60349528;HMS2388N05;AKOS000521695;N-2,2-dichloroethenyl-4-methyl-benzamide;SMR000001031;CS-0252022;EN300-57259;SR-01000358636;SR-01000358636-1;Z57088137

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

Chemical Property:

• Melting Point: 100-102 °C
• Boiling Point: 361.8±42.0 °C(Predicted)
• PSA: 29.10000
• Density: 1.287±0.06 g/cm3(Predicted)
• LogP: 3.39220
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 229.0061193
• Heavy Atom Count: 14
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

N-(2,2-dichloroethenyl)-4-methylbenzamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)NC=C(Cl)Cl

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

There total 5 articles about N-(2,2-dichloroethenyl)-4-methylbenzamide 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: 99.0%

2-acetoxy-1,1,1-trichloro-2-p-toluoylamino-ethane → N-(2,2-dichlorovinyl)-4-methylbenzamide (54888-30-1)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 0.0833333h;

Reference yield: 72.0%

N-(1,2,2,2-tetrachloroethyl)-4-methylbenzamide (61767-28-0) → N-(2,2-dichlorovinyl)-4-methylbenzamide (54888-30-1)

Guidance literature:

With lithium perchlorate; In acetonitrile; at 15 ℃; Electrochemical reaction; cathode - mercury pool, anode - platinum plate, cathodic potential - 1.10 V vs SCE, electricity consumption - 2 F/mol;

DOI:10.1016/S0040-4020(01)00434-3

Reference yield:

N-(2,2,2-trichloro-1-hydroxyethyl)-4-methylbenzamide (63499-60-5) → N-(2,2-dichlorovinyl)-4-methylbenzamide (54888-30-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / CH₂Cl₂ / 0 - 20 °C

2: 99 percent / SmI₂ / tetrahydrofuran / 0.08 h / 20 °C

With samarium diiodide; triethylamine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

N-(1,2,2,2-tetrachloroethyl)-4-methylbenzamide

N-(2,2,2-trichloro-1-hydroxyethyl)-4-methylbenzamide

para-methylbenzamide

Downstream raw materials:

N-(2,2-dichlorovinyl)-4-methylbenzimidoyl chloride

N-(1-p-toluoylamino-2,2-dichloroethyl)-4-bromobenzamidine

N-(1-p-toluoylamino-2,2-dichloroethyl)-4-methylbenzamidine

4-[N-(1-hydroxy-2,2,2-trichloro-ethyl)-4-methyl-benzimidoyl]-morpholine