2-Chloro-3-(4-nitrophenyl)propanenitrile

Base Information

• Chemical Name: 2-Chloro-3-(4-nitrophenyl)propanenitrile
• CAS No.: 17849-31-9
• Molecular Formula: C9H7 Cl N2 O2
• Molecular Weight: 210.62
• Hs Code.: 2926909090
• European Community (EC) Number: 634-024-3
• DSSTox Substance ID: DTXSID40939087
• Mol file: 17849-31-9.mol

Synonyms:2-chloro-3-(4-nitrophenyl)propanenitrile;17849-31-9;BRN 1963899;2-Chloro-3-(4-nitro-phenyl)-propionitrile;alpha-Chloro-p-nitrohydrocinnamonitrile;Hydrocinnamonitrile, alpha-chloro-p-nitro-;alpha-chloro-p-nitro-hydrocinnamonitril;2-Chloro-3-(4-nitro-phenyl)-propanenitrile;Benzenepropanenitrile, alpha-chloro-4-nitro-;4-09-00-01776 (Beilstein Handbook Reference);SCHEMBL3126907;DTXSID40939087;MFCD00094457;STK803581;AKOS001074355;AKOS016244935;LS-77224;CS-0219556;EU-0002058;ALPHA-CHLORO-4-NITROHYDROCINNAMONITRILE;EN300-04323;SR-01000079107;SR-01000079107-1;Z56862277

Chemical Property of 2-Chloro-3-(4-nitrophenyl)propanenitrile

Chemical Property:

• Vapor Pressure: 2.53E-06mmHg at 25°C
• Melting Point: 111-112 °C
• Boiling Point: 391.1°Cat760mmHg
• Flash Point: 190.3°C
• PSA: 69.61000
• Density: 1.352g/cm³
• LogP: 2.79148
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 210.0196052
• Heavy Atom Count: 14
• Complexity: 247

Purity/Quality:

98% ^*data from raw suppliers

2-chloro-3-(4-nitrophenyl)propanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(C#N)Cl)[N+](=O)[O-]

Technology Process of 2-Chloro-3-(4-nitrophenyl)propanenitrile

There total 12 articles about 2-Chloro-3-(4-nitrophenyl)propanenitrile 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%

4-nitro-aniline (100-01-6,104810-17-5) + acrylonitrile (107-13-1,25014-41-9) → 2-chloro-3-(4-nitrophenyl)propionitrile (17849-31-9)

Guidance literature:

4-nitro-aniline; With hydrogenchloride; sodium nitrite; In water; Cooling with ice;

acrylonitrile; With copper(ll) sulfate pentahydrate; In water; acetone; at 20 ℃; for 24h;

Reference yield: 78.0%

4-nitro-aniline (100-01-6,104810-17-5) + acrylonitrile (107-13-1,25014-41-9) → 2-chloro-3-(4-nitrophenyl)propionitrile (17849-31-9) + 4-chlorobenzonitrile (100-00-5)

Guidance literature:

With tert-Butyl thionitrate; copper dichloride; In acetonitrile; for 0.5h; Product distribution; other copper(II) halides, other reagents, other olefines;

DOI:10.1246/bcsj.53.1065

Reference yield: 60.0%

acrylonitrile (107-13-1,25014-41-9) + 4-nitrophenylhydrazone (100-16-3) → 2-chloro-3-(4-nitrophenyl)propionitrile (17849-31-9) + 4-chlorobenzonitrile (100-00-5)

Guidance literature:

With copper dichloride; In water; acetic acid; for 1h;

DOI:10.1016/S0040-4039(01)80781-4

upstream raw materials:

p-nitrobenzenediazonium

acrylonitrile

4-nitro-aniline

4-nitrophenylhydrazone

Downstream raw materials:

2-chloro-3-(4-nitro-phenyl)-propionic acid amide

ethyl 2-chloro-3-(4-nitrophenyl)propionate

(E)-4-nitrocinnamonitrile

2-chloro-3-(4-nitro-phenyl)-propionic acid

Refernces

• 1、 Jasch, Hannelore,Hoefling, Sarah B.,Heinrich, Markus R.. "Nucleophilic substitutions and radical reactions of phenylazocarboxylates". experimental part. p. 1520 - 1532. Retrieved 2012/03/11.
• 2、 Hoefling, Sarah B.,Bartuschat, Amelie L.,Heinrich, Markus R.. "4-substituted tert-butyl phenylazocarboxylates-synthetic equivalents for the para-phenyl radical cation". supporting information; experimental part. p. 9769 - 9772. Retrieved 2011/02/22.