26830-95-5

Basic information

• Product Name: 4-Methyl-2-nitrobenzonitrile
• Synonyms: 2-NITRO-P-TOLUNITRILE;2-NITRO-P-TOLUONITRILE;4-METHYL-2-NITROBENZONITRILE;2-nitro-4-toluonitrile;4-Methyl-2-nitrobenzonitrile,99%
• CAS NO: 26830-95-5
• Molecular Formula: C₈H₆N₂O₂
• Molecular Weight: 162.15
• EINECS: 248-019-5
• Product Categories: Aromatics Compounds;Aromatics
• Mol File: 26830-95-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 97-99 °C(lit.)
• Boiling Point: 288.82°C (rough estimate)
• Flash Point: 158.767 °C
• Appearance: White crystalline solid
• Density: 1.3264 (rough estimate)
• Vapor Pressure: 9.52E-05mmHg at 25°C
• Refractive Index: 1.5770 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Soluble in methanol.
• CAS DataBase Reference: 4-Methyl-2-nitrobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-2-nitrobenzonitrile(26830-95-5)
• EPA Substance Registry System: 4-Methyl-2-nitrobenzonitrile(26830-95-5)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 36-26
• RIDADR: 3439
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 26830-95-5(Hazardous Substances Data)

Usage

Description

4-Methyl-2-nitrobenzonitrile is an organic compound that exists as a white crystalline solid. It is characterized by its chemical structure, which includes a nitro group (-NO2) at the 2nd position and a methyl group (-CH3) at the 4th position on a benzene ring, with a nitrile group (-CN) attached to the same ring.

Uses

Used in Chemical Synthesis:
4-Methyl-2-nitrobenzonitrile is used as an intermediate in the chemical synthesis process for the preparation of 4-cyano-3-nitrobenzyl bromide. 4-Methyl-2-nitrobenzonitrile serves as a key building block in the synthesis of various organic molecules and pharmaceuticals, contributing to the development of new drugs and chemical products.
In the Pharmaceutical Industry:
4-Methyl-2-nitrobenzonitrile is used as a synthetic intermediate for the production of 4-cyano-3-nitrobenzyl bromide, which is further utilized in the synthesis of pharmaceutical compounds. Its role in the pharmaceutical industry is crucial for the development of new drugs and the improvement of existing ones, potentially leading to advancements in the treatment of various medical conditions.
In the Chemical Industry:
As a white crystalline solid, 4-Methyl-2-nitrobenzonitrile is also used in the chemical industry for the synthesis of various organic compounds. Its unique chemical properties make it a valuable component in the creation of new materials and products, with potential applications in a wide range of industries, from agriculture to materials science.

InChI:InChI=1/C8H6N2O2/c1-6-2-3-7(5-9)8(4-6)10(11)12/h2-4H,1H3

Upstream product

• 544-92-3 copper(I) cyanide 
• 89-60-1 1-chloro-4-methyl-2-nitro-benzene 
• 5326-34-1 4-Bromo-3-nitrotoluene 
• 27329-27-7 4-methyl-2-nitrobenzoic acid 
• 109-77-3 malononitrile 
• 13472-08-7 azobis(2-cyanobutane) 
• 89-62-3 4-methyl-2-nitroaniline 
• 24920-35-2 4-methyl-2-nitrobenzenediazonium 

Downstream Products

• 39549-79-6 2-amino-4-methylbenzamide 
• 100466-37-3 4-(bromomethyl)-2-nitrobenzene carbonitrile 
• 42872-73-1 4-methyl-2-bromobenzonitrile 
• 27329-27-7 4-methyl-2-nitrobenzoic acid 
• 1427420-63-0 C₂₁H₂₃NO₅S 
• 1427420-61-8 C₂₀H₂₁NO₅S 
• 1357488-40-4 5-(2-nitro-4-methylphenyl)-1H-1,2,3,4-tetrazole 
• 1333470-06-6 4-chloro-N-(4-cyano-3-nitrobenzyl)-2-hydroxylbenzamide 
• 1333470-03-3 (5-chloro-2-{[(4-cyano-3-nitrobenzyl)amino]carbonyl}phenoxy)acetic acid 
• 153775-42-9 2-nitro-4-carboxybenzonitrile 
• 89939-36-6 4-(hydroxymethyl)-2-nitrobenzonitrile 

Relevant articles and documents

Conversions of aryl carboxylic acids into aryl nitriles using multiple types of Cu-mediated decarboxylative cyanation under aerobic conditions

Here, we used malononitrile or AMBN as a cyanating agent to develop efficient and practical protocols for Cu-mediated decarboxylative cyanations, under aerobic conditions, of aryl carboxylic acids bearing nitro and methoxyl substituents at the ortho position as well as of heteroaromatic carboxylic acids. These protocols involved economical methods to synthesize value-added aryl nitriles from simple and inexpensive raw materials. Further diversification of the 2-nitrobenzonitrile product was performed to highlight the practicality of the protocols. This journal is

Ag/Cu-mediated decarboxylative cyanation of aryl carboxylic acids with K4Fe(CN)6 under aerobic conditions

A method for facile synthesis of aryl nitriles has been well established via Ag/Cu-mediated decarboxylative cyanation of benzoic acids with K4Fe(CN)6 under aerobic conditions. The approach of using readily accessible aryl carboxylic acids and green K4Fe(CN)6 as starting material provides a feasible alternative to previous cyanation protocols. Control experiments revealed the key role of Cu for the process and excluded the possibility of a radical mechanism for the transformation.

Noncovalent tripeptidic thrombin inhibitors incorporating amidrazone, amine and amidine functions at P1

A series of noncovalent tripeptidic thrombin inhibitors incorporating amidrazone, amine and amidine functions at P1 was investigated. While the amidrazone and the amine series displayed limited oral absorption, the amidine series demonstrated generally good oral absorption and strong antithrombotic activity; the single-digit picomolar Ki achieved from this series is among the best yet reported. The present work highlights the benzamidine compound 11f (LB30812) that exhibits excellent overall profiles of potency, oral absorption and antithrombotic efficacy.