594-71-8

Usage

Uses

Used in Chemical Synthesis:
2-CHLORO-2-NITROPROPANE is used as an intermediate in the chemical synthesis industry for the production of various chemicals and pharmaceuticals. Its unique structure allows it to be a versatile building block in the creation of different compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-CHLORO-2-NITROPROPANE is used as a starting material for the synthesis of various drugs. Its reactivity and functional groups make it a valuable component in the development of new medications.
Used in Agrochemicals:
2-CHLORO-2-NITROPROPANE is also utilized in the agrochemical industry for the development of pesticides and other agricultural chemicals. Its properties contribute to the effectiveness of these products in controlling pests and diseases in the agricultural sector.
Used in Dyes and Pigments:
In the dyes and pigments industry, 2-CHLORO-2-NITROPROPANE is used as a chemical intermediate for the production of various colorants. Its chemical structure plays a crucial role in the development of new and improved dyes and pigments.
Used in Polymers and Plastics:
2-CHLORO-2-NITROPROPANE is employed in the polymer and plastics industry as a monomer or a component in the synthesis of polymers with specific properties. Its incorporation into polymer chains can enhance the material's characteristics, such as strength, durability, and resistance to various environmental factors.
Used in Solvent Applications:
Due to its liquid state, 2-CHLORO-2-NITROPROPANE can be used as a solvent in various industrial processes. Its ability to dissolve a wide range of substances makes it a valuable asset in the production of coatings, inks, and other chemical products.

Synthesis Reference(s)

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

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

Downstream Products

• 6802-75-1 diethyl isopropylidenemalonate 
• 126750-05-8 2,2-dimethyl-1,1,3,3-tetraethoxycarbonylpropane 
• 2033-24-1 cycl-isopropylidene malonate 
• 2049-66-3 ethyl-isopropyl-malonic acid diethyl ester 
• 75376-77-1 diethyl 2-(1-nitro-1-methylethyl)-2-ethylmalonate 
• 127-06-0 acetone oxime 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 52755-34-7 1-methyl-1-nitroethyl p-chlorophenyl sulphide 
• 53753-43-8 dimethyl 2-nitro-2-propylphosphonate 
• 22842-54-2 tert-butyl 3-methyl-2-butenoate 
• 3964-18-9 2,3-dimethyl-2,3-dinitrobutane 
• 78706-77-1 2-chloro-3-methyl-1-phenyl-1-butanone 
• 78706-75-9 2-(2-nitro-2-propyl)-3-methyl-1-phenyl-1-butanone 
• 78706-76-0 2,3-diisopropyl-1,4-diphenyl-1,4-butanedione 

Relevant academic research and scientific papers

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.

Synthesis of α-Chloronitro Compounds

Treatment of acetone oxime, cyclohexanone oxime, bicyclo[3.3.1]nonane-2,6-dione dioxime, 2-adamantanone oxime, and 1,3-dicarboxyadamantane-2,6-dione dioxime with a mixture of hydrochloric acid and 30 percent hydrogen peroxide gave 2-chloro-2-nitropropane, 1-chloro-1-nitrocyclohexane, 2,6-dichloro-2,6-dinitrobicyclo[3.3.1]nonane, 2-chloro-2-nitroadamantane, and 2,6-dichloro-2,6-dinitroadamantane-1,3-dicarboxylic acid.

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.

Reaction ofα- Halo Ketones with Nucleophiles

p-Nitro- or p-cyanophenacyl chloride or the 1,1-dimethyl derivatives react with the anion of 2-nitropropane to form the C-alkilation product by a radical chain mechanism (SRN1).With the 1,1-dimethyl derivatives, the free radical substitution is photostimulated and occurs in competition with ionic reactions leading to the oxiranes 5 and hydroxy ketones 6.When K+ is used as the counterion, the SRN1 process is favored by complexation with 18-crown-6. p-Nitro-1,1-dimethylphenacyl chloride gives substitution products with diethyl malonate or diethyl mthylmalonate anions via the SRN1 process, but with PhS- or p-MeC6H4SO2-, substitution occurs by competing ionic and radical processes.Propylacetylenide anion reacts to form the oxirane 13a while diethyl phosphite or thiophosphite anions yield the enol phosphate 14a or thiophosphate 14b. 1,1-Dimethylphenacyl chloride reacts by nonradical processes to give the oxirane with acetylenide anions, the substitution products with PhS- or p-MeC6H4SO2- and a mixture of the enol phosphate, and oxirane 16 with diethyl phosphite anion.With Me2C==NO2-K+, mainly the oxirane is formed in Me2SO but mainly substitution via the SRN1 chain is observed in HMPA.

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.