2-(4-Nitrophenyl)propanenitrile

Base Information

• Chemical Name: 2-(4-Nitrophenyl)propanenitrile
• CAS No.: 50712-63-5
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Hs Code.: 2926909090
• European Community (EC) Number: 256-731-2
• DSSTox Substance ID: DTXSID90964960
• Nikkaji Number: J2.960.062G
• Mol file: 50712-63-5.mol

Synonyms:2-(4-nitrophenyl)propanenitrile;50712-63-5;2-(4-Nitrophenyl)propiononitrile;2-(4-Nitrophenyl)propionitrile;EINECS 256-731-2;SCHEMBL3293719;2-(4-nitrophenyl)-propionitrile;DTXSID90964960;QCPKTMACPAKCKW-UHFFFAOYSA-N;2-(4-nitrophenyl) propane-nitrile;MFCD03427171;AKOS005073527;AKOS015912510;2-(4-Nitrophenyl)propionitrile, 97%;MB-0700;2-(4-NITROPHENYL)PROPIONITRILE97;CS-0323027;FT-0681206;D84600;EN300-155479;W-111002

Chemical Property of 2-(4-Nitrophenyl)propanenitrile

Chemical Property:

• Vapor Pressure: 0.000251mmHg at 25°C
• Melting Point: 74-78 °C(lit.)
• Refractive Index: 1.561
• Boiling Point: 324.1 °C at 760 mmHg
• Flash Point: 149.8 °C
• PSA: 69.61000
• Density: 1.217 g/cm³
• LogP: 2.74508
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 230

Purity/Quality:

99.9% ^*data from raw suppliers

2-(4-Nitrophenyl)propionitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C#N)C1=CC=C(C=C1)[N+](=O)[O-]
• Uses: Fine chemical entity mostly applied as pharmaceutical intermediate.Intermediates of flurbiprofen: Flurbiprofen is a nonsteroidal antiinflammatory drug (NSAID) used in treatment of mild-to-moderate pain and symptoms of chronic arthritis.

Technology Process of 2-(4-Nitrophenyl)propanenitrile

There total 8 articles about 2-(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: 79.0%

2-(phenylthio)propanenitrile (33695-43-1) + nitrobenzene (98-95-3,26969-40-4) → 2-(4-nitrophenyl)-propionitrile (50712-63-5)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; for 1h; Ambient temperature;

DOI:10.1021/jo00183a004

Reference yield: 68.0%

1-(1,1-difluoroprop-1-en-2-yl)-4-nitrobenzene → 2-(4-nitrophenyl)-propionitrile (50712-63-5)

Guidance literature:

With ammonium hydroxide; In acetonitrile; at 60 ℃; for 24h; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.1c04336

Reference yield: 60.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-Nitrophenylacetonitrile (555-21-5,34512-13-5,174848-08-9) → 2-(4-nitrophenyl)-propionitrile (50712-63-5)

Guidance literature:

With 2,6-dimethyl-3,5-diacetyl-1,4-dihydropyridine; L-proline; In dimethyl sulfoxide; at 25 ℃; for 24h;

DOI:10.1016/j.tetlet.2010.07.131

upstream raw materials:

1-phenylethyl cyanide

2-chlorpropionitrile

nitrobenzene

2-(phenylthio)propanenitrile

Downstream raw materials:

4-nitro-benzoic acid

2-(4-nitrophenyl)propanoic acid

2-(4-aminophenyl)-propionitrile

(S)-2-(4'-nitrophenyl)propionamide

Refernces

• 1、 Ramachary, Dhevalapally B.,Shiva Prasad. "Direct amino acid-catalyzed cascade reductive alkylation of arylacetonitriles: High-yielding synthesis of ibuprofen analogs". scheme or table. p. 5246 - 5251. Retrieved 2010/11/03.
• 2、 -. "Sulphonamide derivatives". . . Retrieved 2008/06/13.