3-Nitrophenylacetonitrile

Base Information

• Chemical Name: 3-Nitrophenylacetonitrile
• CAS No.: 621-50-1
• Molecular Formula: C8H6 N2 O2
• Molecular Weight: 162.148
• Hs Code.: 2926909090
• European Community (EC) Number: 210-689-1
• NSC Number: 91037
• DSSTox Substance ID: DTXSID20211151
• Nikkaji Number: J90.703K
• Wikidata: Q72495178
• Mol file: 621-50-1.mol

Synonyms:3-Nitrophenylacetonitrile;2-(3-nitrophenyl)acetonitrile;621-50-1;3-Nitrobenzyl cyanide;m-Nitrobenzyl cyanide;Benzeneacetonitrile, 3-nitro-;(3-Nitrophenyl)acetonitrile;ACETONITRILE, (m-NITROPHENYL)-;3-Nitrobenzeneacetonitrile;(m-Nitrophenyl)acetonitrile;EINECS 210-689-1;3-nitrophenyl acetonitrile;NSC 91037;BRN 1867862;MFCD00041249;ISOPRENEMONOXIDE;3-Nitro-benzyl-cyanid;m-nitrophenylacetonitrile;3-nitrobenzeneacetonitril;m-Nitro-phenylacetonitrile;3-nitro-phenyl acetonitrile;3-nitro-phenyl-acetonitrile;NCIOpen2_001332;SCHEMBL347820;(3-Nitro-phenyl)-acetonitrile;(3-Nitrophenyl)acetonitrile #;3-Nitrophenylacetonitrile, 99%;DTXSID20211151;NSC91037;AB4030;NSC-91037;AKOS000153479;CS-W004829;AM808231;AS-17559;SY008006;FT-0616258;EN300-119004;W-105040

Chemical Property of 3-Nitrophenylacetonitrile

Chemical Property:

• Appearance/Colour: Pale Yellow Solid
• Vapor Pressure: 0.000144mmHg at 25°C
• Melting Point: 60-62 °C(lit.)
• Refractive Index: 1.5770 (estimate)
• Boiling Point: 180 °C3 mm Hg(lit.)
• Flash Point: 155°C
• PSA: 69.61000
• Density: 1.272g/cm³
• LogP: 2.18408
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

3-Nitrophenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])CC#N
• Uses: 3-Nitrophenylacetonitrile (cas# 621-50-1) is a compound useful in organic synthesis.

Technology Process of 3-Nitrophenylacetonitrile

There total 24 articles about 3-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: 96.0%

3-nitro-1-[(ethoxymethoxy)methyl]benzene (1058649-37-8) + tetra-n-butylammonium cyanide (10442-39-4) → (3-nitrophenyl)acetonitrile (621-50-1)

Guidance literature:

With phosphotungstic acid; at 130 - 142 ℃; for 0.0166667h; chemoselective reaction; Microwave irradiation; Ionic liquid;

DOI:10.1016/j.crci.2010.03.015

Reference yield: 89.0%

1-((methoxymethoxy)methyl)-3-nitrobenzene (142509-31-7) + tetra-n-butylammonium cyanide (10442-39-4) → (3-nitrophenyl)acetonitrile (621-50-1)

Guidance literature:

With 1-(n-butyl)-3-methylimidazolium tetrachloroindate; at 135 - 140 ℃; for 0.05h; chemoselective reaction; Microwave irradiation; Neat (no solvent);

DOI:10.1016/j.tetlet.2010.04.056

Reference yield: 62.0%

potassium cyanide + 3-Nitrobenzyl chloride (619-23-8) → (3-nitrophenyl)acetonitrile (621-50-1)

Guidance literature:

In methanol; water; at 95 ℃; for 4h;

DOI:10.1016/j.bmcl.2010.12.096

upstream raw materials:

phenylacetonitrile

ethanol

potassium cyanide

3-Nitrobenzyl chloride

Downstream raw materials:

3-nitro-benzeneacetic acid

propyl 3-nitrobenzoate

ethyl 3-nitrobenzoate

isopropyl 3-nitrobenzoate

Refernces

• 1、 Lindsay-Scott, Peter J.,Clarke, Aimee,Richardson, Jeffery. "Two-step cyanomethylation protocol: Convenient access to functionalized aryl- and heteroarylacetonitriles". . p. 476 - 479. Retrieved 2015/03/05.
• 2、 Noei, Jalil,Mirjafari, Arsalan. "Ionic liquid-induced conversion of methoxymethyl-protected alcohols into nitriles and iodides using [Hmim][NO3]". supporting information. p. 4424 - 4426. Retrieved 2014/08/05.