594-71-8

Basic information

• Product Name: 2-CHLORO-2-NITROPROPANE
• Synonyms: 2-CHLORO-2-NITROPROPANE;2-Nitro-2-chloropropane;2-chloro-2-nitro-propan;Propane, 2-chloro-2-nitro-
• CAS NO: 594-71-8
• Molecular Formula: C₃H₆ClNO₂
• Molecular Weight: 123.54
• EINECS: 209-853-5
• Mol File: 594-71-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: -21.5°C
• Boiling Point: 138.3°Cat760mmHg
• Flash Point: 37.4°C
• Appearance: colourless to slightly yellow liquid
• Density: 1.2000
• Vapor Pressure: 6.78mmHg at 25°C
• Refractive Index: 1.4378 (estimate)
• Stability: Stable, but unstable if heated rapidly. Combustible. Incompatible with strong oxidizing agents, powdered aluminium, potassium.
• CAS DataBase Reference: 2-CHLORO-2-NITROPROPANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-2-NITROPROPANE(594-71-8)
• EPA Substance Registry System: 2-CHLORO-2-NITROPROPANE(594-71-8)

Safety Data

• Hazardous Substances Data: 594-71-8(Hazardous Substances Data)

Usage

Chemical Properties

colourless to slightly yellow liquid

Synthesis Reference(s)

Synthesis, p. 828, 1986 DOI: 10.1055/s-1986-31792

General Description

Clear colorless to slightly yellow liquid.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

2-CHLORO-2-NITROPROPANE is incompatible with aluminum powder, potassium, carbon tetrachloride+benzoyl peroxide, and sodium. . 2-CHLORO-2-NITROPROPANE is stable under normal laboratory conditions, but 2-CHLORO-2-NITROPROPANE is unstable when heated rapidly.

Fire Hazard

2-CHLORO-2-NITROPROPANE is combustible.

InChI:InChI=1/C3H6ClNO2/c1-3(2,4)5(6)7/h1-2H3

Upstream product

• 127-06-0 acetone oxime 
• 2421-26-3 2-chloro-2-nitrosopropane 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 75-29-6 isopropyl chloride 
• 7664-93-9 sulfuric acid 
• 79-46-9 2-nitropropane 
• 83846-30-4 4-(2-Chloro-2-methyl-propionyl)-benzonitrile 
• 56-23-5 tetrachloromethane 
• 24163-39-1 sodium 2-nitropropane 

Downstream Products

• 2049-66-3 ethyl-isopropyl-malonic acid diethyl ester 
• 75376-77-1 diethyl 2-(1-nitro-1-methylethyl)-2-ethylmalonate 
• 21272-86-6 α-nitroisopropyl p-tolyl sulfone 
• 41774-06-5 α-nitroisopropyl phenyl sulfone 
• 22287-11-2 3-ethyl-4-methyl-3-penten-2-one 
• 557-98-2 2-chloropropene 
• 3964-18-9 2,3-dimethyl-2,3-dinitrobutane 
• 2033-24-1 cycl-isopropylidene malonate 
• 6802-75-1 diethyl isopropylidenemalonate 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 52755-34-7 1-methyl-1-nitroethyl p-chlorophenyl sulphide 
• 1155-00-6 bis(2-nitrophenyl)disulfide 
• 75376-75-9 1-methyl-1-nitroethyl o-nitrophenyl sulphide 
• 127-06-0 acetone oxime 

Relevant articles and documents

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.

A Convenient Method For The Preparation of gem-Halonitro Compounds

Aliphatic nitro compounds are easily halogenated by N-chloro- or N-bromosuccinimide in protic solvents to give the practically pure gem-halonitro compounds.

Reactions of Carbanions with Carbon Tetrachloride in Two-Phase Systems. Chlorinated Products as Nucleophilic and Electrophilic Intermediates

A variety of carbanions generated in the catalytic two-phase system (aqueous NaOH or K2CO3 and tetrabutylammonium bromide catalyst) react with CCl4 to form chlorinated products that can react as nucleophiles and electrophiles.Thus, chlorinated intermediates generated from arylacetonitriles and propiophenone in the presence of aldehydes and electrophilic alkenes form oxirane and cyclopropane derivatives, respectively.The chlorinated intermediates act as electrophiles toward Cl3C- giving (trichloromethyl)oxiranes (from aryl alkyl ketones), α-trichloromethyl nitriles (from phenyl(dialkylamino)acetonitriles), and benzoyldichloro enamines (from α-dialkylamino ketones).From secondary nitroalkanes both chloronitroalkanes and dinitro compounds can be produced.