5-Fluoro-2-nitrophenylacetonitrile

Base Information

• Chemical Name: 5-Fluoro-2-nitrophenylacetonitrile
• CAS No.: 3456-75-5
• Molecular Formula: C8H5 F N2 O2
• Molecular Weight: 180.138
• Hs Code.: 2926909090
• European Community (EC) Number: 642-621-5
• DSSTox Substance ID: DTXSID20188096
• Nikkaji Number: J55.005A
• Wikidata: Q83059874
• Mol file: 3456-75-5.mol

Synonyms:5-Fluoro-2-nitrophenylacetonitrile;3456-75-5;2-(5-fluoro-2-nitrophenyl)acetonitrile;Benzeneacetonitrile, 5-fluoro-2-nitro-;BRN 2617246;ACETONITRILE, 2-(5-FLUORO-2-NITROPHENYL)-;5-Fluoro-2-nitrobenzeneacetonitrile;Acetonitrile, (5-fluoro-2-nitrophenyl)-;(5-fluoro-2-nitrophenyl)acetonitrile;MFCD00039742;SCHEMBL10687053;DTXSID20188096;C8-H5-F-N2-O2;BBL101303;CL8965;STL555099;AKOS005257707;AS-46156;BP-13097;CS-0314088;FT-0634865

Chemical Property of 5-Fluoro-2-nitrophenylacetonitrile

Chemical Property:

• Vapor Pressure: 0.00092mmHg at 25°C
• Melting Point: 70-72°C
• Boiling Point: 303.6°Cat760mmHg
• Flash Point: 137.4°C
• PSA: 69.61000
• Density: 1.367g/cm³
• LogP: 2.32318
• 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:

99% ^*data from raw suppliers

5-Fluoro-2-nitrophenylacetonitrile 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Fluoro-2-nitrophenylacetonitrile

There total 5 articles about 5-Fluoro-2-nitrophenylacetonitrile 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: 55.0%

(4-chlorophenoxy)acetonitrile (3598-13-8) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 2-(5-fluoro-2-nitro-phenyl)acetonitrile (3456-75-5)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at -24 ℃; for 2.5h;

DOI:10.1021/acs.orglett.6b02659

Reference yield: 51.0%

chloroacetonitrile (107-14-2) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 2-(5-fluoro-2-nitro-phenyl)acetonitrile (3456-75-5)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -20 - -10 ℃; for 0.00833333h;

Reference yield:

m-Fluorotoluene (352-70-5) → 2-(5-fluoro-2-nitro-phenyl)acetonitrile (3456-75-5)

Guidance literature:

Multi-step reaction with 3 steps

1: (bromination)

2: aq. ethanol

3: HNO₃, H₂SO₄

With sulfuric acid; nitric acid; In ethanol;

upstream raw materials:

chloroacetonitrile

4-Fluoronitrobenzene

3-fluorophenylacetonitrile

m-Fluorotoluene

Downstream raw materials:

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

5-fluoro-1H-indole

Refernces

• 1、 -. "NOVEL CYCLIC AMIDINE COMPOUNDS FOR THE TREATMENT OF AUTOIMMUNE DISEASE". Page/Page column 30-32. . Retrieved 2020/03/29.
• 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.