3-(4-Nitrophenyl)propionitrile

Base Information

• Chemical Name: 3-(4-Nitrophenyl)propionitrile
• CAS No.: 53563-09-0
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID10407824
• Nikkaji Number: J1.788.862E
• Wikidata: Q82213166
• Mol file: 53563-09-0.mol

Synonyms:53563-09-0;4-NITROHYDROCINNAMONITRILE;3-(4-nitrophenyl)propanenitrile;3-(4-Nitrophenyl)propionitrile;4-Nitro-benzenepropanenitrile;Benzenepropanenitrile, 4-nitro-;SCHEMBL4001120;3-(4-Nitrophenyl) propionitrile;DTXSID10407824;GVBCIYYRQGBBPO-UHFFFAOYSA-N;3-(4-nitro-phenyl)-propionitrile;MFCD03788853;AKOS009545190;FT-0672793;A18864

Chemical Property of 3-(4-Nitrophenyl)propionitrile

Chemical Property:

• Melting Point: 69-70°C
• PSA: 69.61000
• LogP: 2.57418
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform, Ethyl Acetate, Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 218

Purity/Quality:

97% ^*data from raw suppliers

4-Nitrohydrocinnamonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCC#N)[N+](=O)[O-]
• Uses: 4-Nitrohydrocinnamonitrile (cas# 53563-09-0) is a compound useful in organic synthesis.

Technology Process of 3-(4-Nitrophenyl)propionitrile

There total 9 articles about 3-(4-Nitrophenyl)propionitrile 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: 52.0%

4-nitrobenzyl chloride (619-73-8) + (cyanomethyl)trimethyl-phosphonium iodide → 3-(4-nitrophenyl)propanenitrile (53563-09-0)

Guidance literature:

4-nitrobenzyl chloride; (cyanomethyl)trimethyl-phosphonium iodide; With N-ethyl-N,N-diisopropylamine; propiononitrile; at 97 ℃; for 23h;

With water; at 97 ℃; for 2h; Further stages.;

DOI:10.1021/jo025731r

Reference yield: 46.0%

acrylonitrile (107-13-1,25014-41-9) + 4-nitrophenylhydrazone (100-16-3) → 3-(4-nitrophenyl)propanenitrile (53563-09-0) + nitrobenzene (98-95-3,26969-40-4)

Guidance literature:

With copper(II) sulfate; In water; acetic acid; for 1h;

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

Reference yield:

3-(4-nitrophenyl)propionamide (98953-18-5) → 3-(4-nitrophenyl)propanenitrile (53563-09-0)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

upstream raw materials:

acrylonitrile

4-nitrophenylhydrazone

dihydrocinnamonitrile

4-nitrobenzyl chloride

Downstream raw materials:

3-(4-nitrophenyl)propionic acid

4-(3-aminopropyl)aniline

3-(4-aminophenyl)-propionitrile

3-(p-hydroxyphenyl)propiononitrile