4-Methyl-2-nitrobenzonitrile

Base Information

• Chemical Name: 4-Methyl-2-nitrobenzonitrile
• CAS No.: 26830-95-5
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• Hs Code.: 29269090
• European Community (EC) Number: 248-019-5
• NSC Number: 60828
• DSSTox Substance ID: DTXSID40181322
• Nikkaji Number: J150.017A
• Wikidata: Q72493492
• Mol file: 26830-95-5.mol

Synonyms:4-Methyl-2-nitrobenzonitrile;26830-95-5;2-Nitro-p-tolunitrile;2-Nitro-4-toluonitrile;Benzonitrile, 4-methyl-2-nitro-;4-methyl-2-nitro-benzonitrile;EINECS 248-019-5;AI3-16689;2-nitro-4-methylbenzonitrile;NSC60828;MFCD00056107;2-Cyano-5-methylnitrobenzene;SCHEMBL404758;4-Methyl-2-nitrobenzonitrile #;QGBSLPHQCUIZKK-UHFFFAOYSA-;DTXSID40181322;4-Methyl-2-nitrobenzonitrile, 97%;AM9933;CL8217;NSC 60828;NSC-60828;AKOS015891265;CS-W017737;AS-46000;FT-0619010;N0494;EN300-183207;A818626;J-016565;Z1255415622

Chemical Property of 4-Methyl-2-nitrobenzonitrile

Chemical Property:

• Appearance/Colour: White crystalline solid
• Vapor Pressure: 9.52E-05mmHg at 25°C
• Melting Point: 97-99 °C(lit.)
• Refractive Index: 1.568
• Boiling Point: 338.909 °C at 760 mmHg
• Flash Point: 158.767 °C
• PSA: 69.61000
• Density: 1.264 g/cm³
• LogP: 2.29808
• Storage Temp.: 2-8°C
• Solubility.: Soluble in methanol.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 225

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Nitro-p-toluonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C#N)[N+](=O)[O-]
• Uses: 4-Methyl-2-nitrobenzonitrile is used in the preparation of 4-cyano-3-nitrobenzyl bromide. 4-Methyl-2-nitrobenzonitrile was used in the preparation of 4-cyano-3-nitrobenzyl bromide.

Technology Process of 4-Methyl-2-nitrobenzonitrile

There total 12 articles about 4-Methyl-2-nitrobenzonitrile 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: 73.0%

4-methyl-2-nitrobenzoic acid (27329-27-7) → 4-methyl-2-nitrobenzonitrile (26830-95-5)

Guidance literature:

With ammonium acetate; oxygen; copper (I) acetate; silver sulfate; Trimethylacetic acid; In N,N-dimethyl-formamide; at 140 ℃; for 24h;

Reference yield: 71.0%

4-methyl-2-nitrobenzoic acid (27329-27-7) + malononitrile (109-77-3) → 4-methyl-2-nitrobenzonitrile (26830-95-5)

Guidance literature:

With potassium phosphate; copper(l) iodide; oxygen; In N,N-dimethyl-formamide; at 170 ℃; for 20h; Schlenk technique; Green chemistry;

DOI:10.1039/d0ob01945c

Reference yield: 70.0%

4-methyl-2-nitroaniline (89-62-3) → 4-methyl-2-nitrobenzonitrile (26830-95-5)

Guidance literature:

4-methyl-2-nitroaniline;

MCN; Further stages.;

DOI:10.1039/b006184k

upstream raw materials:

4-methyl-2-nitrobenzenediazonium

4-methyl-2-nitroaniline

copper(I) cyanide

1-chloro-4-methyl-2-nitro-benzene

Downstream raw materials:

5-methyl-2-cyanoaniline

4-(bromomethyl)-2-nitrobenzene carbonitrile

2-amino-4-methylbenzophenone

(2-hydroxy-4-methylphenyl)(p-tolyl)methanone

Refernces

• 1、 Cai, Hu,Cao, Xihan,Fu, Zhengjiang,Guo, Shengmei,Wang, Shuiliang. "Conversions of aryl carboxylic acids into aryl nitriles using multiple types of Cu-mediated decarboxylative cyanation under aerobic conditions". supporting information. p. 8381 - 8385. Retrieved 2020/11/05.
• 2、 Fu, Zhengjiang,Li, Zhaojie,Song, Yuanyuan,Yang, Ruchun,Liu, Yanzhu,Cai, Hu. "Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions". . p. 2794 - 2803. Retrieved 2016/04/26.