18992-13-7

Basic information

• Product Name: 2-Methyl-2-nitropropionitrile
• Synonyms: 2-Methyl-2-nitropropanenitrile;2-Methyl-2-nitropropionitrile;USAF A-13564
• CAS NO: 18992-13-7
• Molecular Formula: C₄H₆N₂O₂
• Molecular Weight: 114.1026
• Mol File: 18992-13-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 196.8°Cat760mmHg
• Flash Point: 72.8°C
• Appearance: /
• Density: 1.132g/cm³
• Vapor Pressure: 0.392mmHg at 25°C
• Refractive Index: 1.438
• CAS DataBase Reference: 2-Methyl-2-nitropropionitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-2-nitropropionitrile(18992-13-7)
• EPA Substance Registry System: 2-Methyl-2-nitropropionitrile(18992-13-7)

Safety Data

• Hazardous Substances Data: 18992-13-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 50, p. 1699, 1985 DOI: 10.1021/jo00210a600

InChI:InChI=1/C4H6N2O2/c1-4(2,3-5)6(7)8/h1-2H3

Upstream product

• 78-67-1 2,2'-azobis(isobutyronitrile) 
• 5234-64-0 2-hydroxyamino-2-methylpropanenitrile 
• 44513-62-4 2-cyano-2-nitrosopropane 
• 460-19-5 ethanedinitrile 
• 79-46-9 2-nitropropane 
• 71-43-2 benzene 
• 773837-37-9 sodium cyanide 
• 24163-39-1 sodium 2-nitropropane 
• 143-33-9 sodium cyanide 
• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 19355-69-2 2-amino-2-cyanopropane 
• 595-49-3 2,2-dinitropropane 
• 5447-97-2 2-bromo-2-nitropropane 

Downstream Products

• 29770-63-6 1-(α-cyanoisopropyl)-1-nitrocyclohexane 
• 33695-62-4 2-methyl-2-phenylsulfanylpropanenitrile 
• 41727-22-4 2-Hexinnitril 
• 460-19-5 ethanedinitrile 
• 29770-62-5 α,α-dimethyl-β-nitroisovaleronitrile 

Relevant articles and documents

Free Radical Pathways in the Nitrous Acid Deamination of α-Aminonitriles

Free radicals and carbocations are generated competitively in nitrous acid deamination reactions of α-aminonitriles: in the absence of added scavengers the radicals are trapped by NO2 and by NO.

Electrooxidative coupling of salts of nitro compounds with halide, nitrite, cyanide, and phenylsulfinate anions

Electrolysis of salts of primary and secondary nitro compounds (nitroethane, 1- and 2-nitropropanes, nitrocyclohexane, and nitrocycloheptane) in the presence of excess halide, nitrite, cyanide, and phenylsulfinate anions under undivided and divided amperostatic electrolysis conditions in a two-phase medium (CH2Cl2/H2O) produces geminal nitrohalides (35-85% yields), dinitro compounds (15-51%), nitronitriles (6-27%), and nitrosulfones (50-70%). The salts of secondary nitro compounds form the products of oxidative coupling with halide and phenylsulfinate anions under the undivided electrolysis conditions. In all other cases, divided electrolysis is required.

Reaction of Nitronate Salts with Cyanogen

Nitronate salts react with cyanogen yielding mainly geminal nitronitriles.