2-Chloro-N,N-dimethylbenzamide

Base Information

• Chemical Name: 2-Chloro-N,N-dimethylbenzamide
• CAS No.: 6526-67-6
• Molecular Formula: C9H10ClNO
• Molecular Weight: 183.637
• Hs Code.: 2924299090
• NSC Number: 405477
• DSSTox Substance ID: DTXSID20215573
• Nikkaji Number: J121.733J
• Wikidata: Q83091628
• Mol file: 6526-67-6.mol

Synonyms:2-Chloro-N,N-dimethylbenzamide;6526-67-6;Benzamide, 2-chloro-N,N-dimethyl-;o-Chloro-N,N-dimethylbenzamide;N,N-Dimethyl-2-chlorobenzamide;2-Chloro-N,N-Dimethyl-Benzamide;Benzamide, o-chloro-N,N-dimethyl-;NSC405477;SCHEMBL255022;DTXSID20215573;MFCD00463636;AKOS003556768;NSC 405477;NSC-405477;Z32014275

Chemical Property of 2-Chloro-N,N-dimethylbenzamide

Chemical Property:

• Vapor Pressure: 0.000963mmHg at 25°C
• Boiling Point: 302.9°Cat760mmHg
• Flash Point: 137°C
• PSA: 20.31000
• Density: 1.172g/cm³
• LogP: 2.04180
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 183.0450916
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

2-chloro-N,N-dimethylbenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=O)C1=CC=CC=C1Cl
• Uses: 2-Chloro-N,N-dimethylbenzamide is involved in the preparation of repellents.

Technology Process of 2-Chloro-N,N-dimethylbenzamide

There total 20 articles about 2-Chloro-N,N-dimethylbenzamide 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: 95.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + ortho-chlorobenzoic acid (118-91-2) → N,N-dimethyl-o-chlorobenzamide (6526-67-6)

Guidance literature:

With trichlorophosphate; at 120 ℃; for 1h; Sealed tube;

Reference yield: 95.0%

o-chlorobenzoyl chloride (609-65-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N,N-dimethyl-o-chlorobenzamide (6526-67-6)

Guidance literature:

for 6h; Heating;

DOI:10.1080/00397910008087045

Reference yield: 83.0%

2-chloro-benzaldehyde (89-98-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N,N-dimethyl-o-chlorobenzamide (6526-67-6)

Guidance literature:

With sodium iodide; In dimethyl sulfoxide; at 20 ℃; Electrochemical reaction;

DOI:10.1016/j.tetlet.2013.10.101

upstream raw materials:

o-chlorobenzoyl chloride

dimethyl amine

N,N-dimethylsulfamide

ortho-chlorobenzoic acid

Downstream raw materials:

2-chloro-N,N-dimethylbenzothioamide

2-(2-chlorophenyl)-1,3-benzothiazole

2-chloro-benzaldehyde

pentacarbonyl{(2-chlorophenyl)(N,N-dimethylamino)carbene}chromium⁽⁰⁾

Refernces

• 1、 Bi, Xiaojing,Li, Junchen,Shi, Enxue,Li, Yu,Liu, Ying,Wang, Hongmei,Xiao, Junhua. "POCl3 promoted metal-free synthesis of tertiary amides by coupling of carboxylic acids and N,N-disubstituted formamides". . p. 236 - 240. Retrieved 2019/04/25.
• 2、 -. "FeCl3 catalyzed amide compound synthesis method". Paragraph 0025; 0026; 0027; 0028; 0029. . Retrieved 2018/03/28.