2-(5-Chloro-2-nitrophenyl)acetonitrile

Base Information

• Chemical Name: 2-(5-Chloro-2-nitrophenyl)acetonitrile
• CAS No.: 72301-65-6
• Molecular Formula: C8H5 Cl N2 O2
• Molecular Weight: 196.593
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID00379485
• Nikkaji Number: J1.739.024D
• Wikidata: Q82169321
• Mol file: 72301-65-6.mol

Synonyms:2-(5-chloro-2-nitrophenyl)acetonitrile;72301-65-6;(5-CHLORO-2-NITROPHENYL)ACETONITRILE;SCHEMBL6823803;DTXSID00379485;RSTBSJBPGRATIV-UHFFFAOYSA-N;2-Nitro-5-chlorophenylacetonitrile;5-Chloro-2-nitrophenylacetonitrile;XCA30165;MFCD00114693;AKOS004910500;AB03458;AS-9060;CS-0235427;FT-0703385;EN300-156583

Chemical Property of 2-(5-Chloro-2-nitrophenyl)acetonitrile

Chemical Property:

• Vapor Pressure: 0.000144mmHg at 25°C
• Melting Point: 87 °C
• Refractive Index: 1.591
• Boiling Point: 332.6°C at 760 mmHg
• Flash Point: 155°C
• PSA: 69.61000
• Density: 1.409g/cm³
• LogP: 2.83748
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 196.0039551
• Heavy Atom Count: 13
• Complexity: 242

Purity/Quality:

98%min ^*data from raw suppliers

2-(5-Chloro-2-nitrophenyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)CC#N)[N+](=O)[O-]

Technology Process of 2-(5-Chloro-2-nitrophenyl)acetonitrile

There total 6 articles about 2-(5-Chloro-2-nitrophenyl)acetonitrile 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: 83.0%

cyanomethylenetrimethylammonium iodide (82272-28-4) + 4-chlorobenzonitrile (100-00-5) → α-(5-Chloro-2-nitrophenyl)acetonitrile (72301-65-6)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; at 20 - 25 ℃; for 6.5h;

DOI:10.1055/s-2002-23546

Reference yield: 75.0%

chloroacetonitrile (107-14-2) + 4-chlorobenzonitrile (100-00-5) → α-(5-Chloro-2-nitrophenyl)acetonitrile (72301-65-6)

Guidance literature:

With sodium hydroxide; ammonia; In diethyl ether; for 1h; Ambient temperature;

DOI:10.1021/jo00183a004

Reference yield: 75.0%

(phenylthio)acetonitrile (5219-61-4) + 4-chlorobenzonitrile (100-00-5) → α-(5-Chloro-2-nitrophenyl)acetonitrile (72301-65-6)

Guidance literature:

With sodium hydroxide; In ammonia; at -50 - -30 ℃; for 1h;

DOI:10.1021/jo00183a004

upstream raw materials:

chloroacetonitrile

4-chlorobenzonitrile

S-(Dimethylthiocarbamoyl)thioglycolonitrile

(phenylthio)acetonitrile

Downstream raw materials:

2-(5-Chloro-2-nitro-phenyl)-pent-4-enenitrile

2-(5-Chloro-2-nitro-phenyl)-4-methyl-pent-4-enenitrile

(E)-2-(5-Chloro-2-nitro-phenyl)-5-phenyl-pent-4-enenitrile

(5-chloro-2-nitrophenyl)(1-methylpyrrolidin-2-ylidene)acetonitrile

Refernces

• 1、 Choi, Isaac,Chung, Hyunho,Park, Jang Won,Chung, Young Keun. "Active and Recyclable Catalytic Synthesis of Indoles by Reductive Cyclization of 2-(2-Nitroaryl)acetonitriles in the Presence of Co-Rh Heterobimetallic Nanoparticles with Atmospheric Hydrogen under Mild Conditions". supporting information. p. 5508 - 5511. Retrieved 2016/11/17.
• 2、 Wróbel, Zbigniew,Wojciechowski, Krzysztof,Kwast, Andrzej,Gajda, Norbert. "Short and simple method of synthesis of some pyrrolo[3,2-b]quinoline derivatives from easily available nitrobenzene derivatives". body text. p. 2435 - 2438. Retrieved 2010/11/18.