2-(4-Fluoro-2-nitrophenyl)acetonitrile

Base Information

• Chemical Name: 2-(4-Fluoro-2-nitrophenyl)acetonitrile
• CAS No.: 708-58-7
• Molecular Formula: C8H5FN2O2
• Molecular Weight: 180.1359032
• European Community (EC) Number: 831-629-6
• DSSTox Substance ID: DTXSID80544295
• Wikidata: Q82421372
• Mol file: 708-58-7.mol

Synonyms:2-(4-Fluoro-2-nitrophenyl)acetonitrile;708-58-7;(4-fluoro-2-nitrophenyl)acetonitrile;SCHEMBL17919829;DTXSID80544295;AKOS012506342;AT11182;CS-0257442;EN300-6729379

Chemical Property of 2-(4-Fluoro-2-nitrophenyl)acetonitrile

Chemical Property:

• PSA: 69.61000
• LogP: 2.32318
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 180.03350557
• Heavy Atom Count: 13
• Complexity: 242

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-Fluoro-2-nitrophenyl)acetonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)[N+](=O)[O-])CC#N

Technology Process of 2-(4-Fluoro-2-nitrophenyl)acetonitrile

There total 9 articles about 2-(4-Fluoro-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: 50.0%

trimethylsilyl cyanide (7677-24-9) + 1-(bromomethyl)-4-fluoro-2-nitrobenzene (76437-44-0) → 2-(4-fluoro-2-nitrophenyl)acetonitrile (708-58-7)

Guidance literature:

With potassium carbonate; In acetonitrile; at 0 - 20 ℃; for 8h;

DOI:10.1002/adsc.202000155

Reference yield: 50.0%

potassium cyanide + 2‐(bromomethyl)‐4‐methoxy‐1‐nitrobenzene (67567-46-8) → 2-(4-fluoro-2-nitrophenyl)acetonitrile (708-58-7)

Guidance literature:

In ethanol; at 20 ℃; for 4h;

DOI:10.1021/acs.orglett.9b00287

Reference yield:

5-methoxy-2-nitrotoluene (5367-32-8) → 2-(4-fluoro-2-nitrophenyl)acetonitrile (708-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 4 h / 80 °C

2: ethanol / 4 h / 20 °C

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; ethanol;

DOI:10.1021/acs.orglett.9b00287

upstream raw materials:

4-Fluor-2-nitro-α-cyan-phenylessigsaeure-aethylester

S-(Dimethylthiocarbamoyl)thioglycolonitrile

3-fluoro-1-nitrobenzene

phenoxyacetonitrile