1-(4-chloro-2-nitrophenyl)ethanone

Base Information

• Chemical Name: 1-(4-chloro-2-nitrophenyl)ethanone
• CAS No.: 23082-51-1
• Molecular Formula: C8H6ClNO3
• Molecular Weight: 199.594
• Hs Code.: 2914700090
• Mol file: 23082-51-1.mol

Synonyms:4-Chlor-2-nitro-acetophenon;2-Nitro-4-chlor-acetophenon;4'-chloro-2'-nitroacetophenone;

Chemical Property of 1-(4-chloro-2-nitrophenyl)ethanone

Chemical Property:

• Melting Point: 55-56℃
• Boiling Point: 157°C/9mmHg(lit.)
• PSA: 62.89000
• Density: 1.378
• LogP: 2.97400
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

1-(4-Chloro-2-nitrophenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Bacteriostat and fungistat in cutting oils, water systems, paint, plastics, textiles; chemical intermediate.

Technology Process of 1-(4-chloro-2-nitrophenyl)ethanone

There total 17 articles about 1-(4-chloro-2-nitrophenyl)ethanone 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: 82.0%

(E)-1-(4-chloro-2-nitrophenyl)ethanone O-methyl oxime (1262802-06-1) → 4'-chloro-2'-nitroacetophenone (23082-51-1)

Guidance literature:

With hydrogenchloride; water; In diethyl ether; at 20 ℃; for 24h;

DOI:10.1002/chem.201002581

Reference yield: 50.0%

4-chloro-2-nitro-benzoic acid (6280-88-2) + diethyl malonate (105-53-3) → 4'-chloro-2'-nitroacetophenone (23082-51-1)

Guidance literature:

4-chloro-2-nitro-benzoic acid; With oxalyl dichloride;

diethyl malonate; With sodium hydride; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2012.10.066

Reference yield: 33.0%

4-chloro-2-nitro-benzoyl chloride (41995-04-4) + diethyl malonate (105-53-3) → 4'-chloro-2'-nitroacetophenone (23082-51-1)

Guidance literature:

diethyl malonate; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.333333h;

4-chloro-2-nitro-benzoyl chloride; In tetrahydrofuran; mineral oil; at 0 - 80 ℃; for 2.5h;

With sulfuric acid; acetic acid; at 80 ℃; for 6h;

upstream raw materials:

1-(5-amino-4-chloro-2-nitro-phenyl)-ethanone

4-chloro-1-ethyl-2-nitrobenzene

diethyl 2-(4-chloro-2-nitro-benzoyl)-malonate

4-chloro-2-nitro-benzoyl chloride

Downstream raw materials:

(E)-1-(4-Chloro-2-nitro-phenyl)-3-p-tolyl-propenone

ethyl 4-(4-chloro-2-nitrophenyl)-2,4-dioxobutanoate

2-benzyl-6-chloro-3-methyl-2H-indazole

(E)-1-(4-chloro-2-nitro-phenyl)-3-[4-(4-methylpiperazine-1-sulfonyl)phenyl]propenone

Refernces

• 1、 Zhang, Wei,Lou, Shaojie,Liu, Yunkui,Xu, Zhenyuan. "Palladium-catalyzed chelation-assisted aromatic C-H nitration: Regiospecific synthesis of nitroarenes free from the effect of the orientation rules". . p. 5932 - 5948. Retrieved 2013/07/26.
• 2、 Liu, Yun-Kui,Lou, Shao-Jie,Xu, Dan-Qian,Xu, Zhen-Yuan. "Regiospecific synthesis of nitroarenes by palladium-catalyzed nitrogen-donor-directed aromatic C-H nitration". . p. 13590 - 13593. Retrieved 2011/03/18.