2213-80-1

Usage

Uses

Used in Chemical Research:
1,2-Dichloro-3,5-dinitrobenzene is used as a high-performance liquid chromatography (HPLC) standard in laboratory tests. Its high reactivity and unique chemical properties make it a valuable compound for various chemical research applications.
Used in Laboratory Testing:
1,2-Dichloro-3,5-dinitrobenzene is used as a reference material in high-performance liquid chromatography (HPLC), a technique used to separate, identify, and quantify each component in a mixture. Its distinct chemical characteristics allow for accurate analysis and comparison in various laboratory tests.
Used in Chemical Synthesis:
Due to its reactivity, 1,2-Dichloro-3,5-dinitrobenzene is employed as an intermediate in the synthesis of other chemical compounds. Its unique structure and functional groups make it a versatile building block for creating a wide range of chemical products.
Used in Industrial Applications:
Although primarily used in chemical research, 1,2-Dichloro-3,5-dinitrobenzene may also find applications in certain industrial processes where its specific chemical properties are required. Its use in these applications is typically limited by its potential health hazards and the need for careful handling and containment.

Upstream product

• 95-50-1 1,2-dichloro-benzene 
• 946-31-6 2-chloro-4,6-dinitro-phenol 
• 98-59-9 p-toluenesulfonyl chloride 
• 3209-22-1 1,2-Dichloro-3-nitrobenzene 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 618-86-0 1-chloro-3,5-dinitrobenzene 
• 99-54-7 3,4-dichloronitrobenzene 
• 99-65-0 meta-dinitrobenzene 

Downstream Products

• 111479-62-0 1-chloro-3,5-dinitro-2-piperidylbenzene 
• 23789-10-8 5-chloro-4-methoxy-1,3-dinitrobenzene 
• 861540-07-0 (2-chloro-4,6-dinitro-phenyl)-phenyl-amine 
• 26103-32-2 1,3-Dinitro-phenoxazin 
• 56205-33-5 3-(2-chloro-4,6-dinitro-phenyl)-2-thioxo-thiazolidin-4-one 
• 68142-44-9 5-benzylidene-3-(2-chloro-4,6-dinitro-phenyl)-2-thioxo-thiazolidin-4-one 
• 3962-79-6 morpholine-4-carbodithioic acid 2-chloro-4,6-dinitro-phenyl ester 
• 56224-13-6 4-(2-Chloro-4,6-dinitro-phenylamino)-phenol 
• 56224-11-4 N'-(2-Chloro-4,6-dinitro-phenyl)-N,N-diethyl-ethane-1,2-diamine 
• 75337-07-4 1-chloro-2-propoxy-3,5-dinitrobenzene 
• 89598-75-4 2-chloro-4,6-dinitrophenyl azide 
• 57221-25-7 p-Chlorophenyl-2-chloro-4,6-dinitrophenyl-sulfid 
• 3531-19-9 2-chloro-4,6-dinitroaniline 
• 97112-85-1 2-Amino-6-chloro-4-dimethylamino-benzonitrile 

Relevant academic research and scientific papers

Electrophilic Aromatic Substitution. Part 37. Products of Aromatic Nitrations of some Chloronitrobenzenes and Substituted Benzoic Acids in Solutions of Dinitrogen Pentaoxide and of Nitronium Salts in Nitric Acid

Yields of aromatic products of nitration in nitric acid solutions containing dinitrogen pentaoxide or nitronium salt have been determined.Evidence for the intrusion of a mechanism other than the normal nitronium ion one comes from comparison of products in the two media and from the observation of 15N NMR CIDPN effects.The additional mechanism operative with some substrates in concentrated solutions of dinitrogen pentaoxide is postulated to be one in which reversible addition of the NO3 radical is followed by combination with NO2.Dienes produced in this way can give aromatic nitroproducts by elimination of nitric acid.Nitrodecarboxylation of substituted benzoic acids occurs by a radical process.

Electrophilic Aromatic Substitution. Part 35. Chlorination of 1,3-Dinitrobenzene, 1-Chloro-2,4-dinitrobenzene, and 2,4-Dinitrotoluene with Nitric Acid and Hydrogen Chloride or Chlorine in Sulphuric Acid or Oleum

Solutions of sulphuric acid or oleum containing HCl or Cl2 and nitric acid have been found both to chlorinate and nitrate deactivated aromatic compounds.The kinetics and products of the chlorination of 1,3-dinitrobenzene and 1-chloro-2,4-dinitrobenzene in sulphuric acid or oleum containing HCl and nitric acid at 130 deg C, and the kinetics and products of the chlorination of 2,4-dinitrotoluene at 90 deg C in sulphuric acid or oleum containing Cl2 and nitric acid, are reported. 1,3-Dinitrobenzene and 1-chloro-2,4-dinitrobenzene were predominantly chlorinated. 2,4-Dinitrotoluene gave approximately equal amounts of 6-chloro-2,4-dinitrotoluene and 2,4,6-trinitrotoluene.The results show that under these conditions, chlorination and nitration are competing electrophilic reactions, and that chlorination is less selective than nitration.Possible mechanisms for chlorination are discussed.

Electrophilic Aromatic Substitution. Part 34. Nitration of 1-Chloro-4-nitrobenzene, 1,3-Dichloro-2-nitrobenzene, 1,3-Dinitrobenzene, 1-Chloro-2,4-dinitrobenzene, and 2-Chloro-1,3-dinitrobenzene in Sulphuric Acid and Oleum

Yields of the expected nitro products from 1-chloro-4-nitrobenzene and 1,3-dichloro-2-nitrobenzene nitrated at 25 deg C in sulphuric acid or oleum containing 1 mol dm-3 nitric acid were quantitative.The rate profile for nitration of 1,3-dichloro-2-nitrobenzene is normal, but sulphonation is a competing process when the concentration of nitric acid is low.Kinetics of nitration of 1,3-dinitrobenzene at 150 deg C are reported; yields of 1,3,5-trinitrobenzene, the only detected aromatic product, are low.The title chlorodinitrobenzenes each give, on nitration at 130 deg C, a dichlorodinitrobenzene as well as a chlorotrinitrobenzene.The kinetics and yields of the two products from 1-chloro-2,4-dinitrobenzene under a variety of conditions are reported and discussed in relation to a previously proposed mechanism.

Electrophilic Aromatic Substitution. Part 33. Kinetics and Products of Aromatic Nitrations in Solutions of Dinitrogen Pentaoxide in Nitric Acid

The kinetics and/or products of reaction, in nitric acid containing 0-5 mol dm-3 of dinitrogen pentaoxide, of phenyltrimethylammonium perchlorate, 1,2-dichloro-4-nitrobenzene, 2,4-dinitrotoluene, 1,4-dichloro-2-nitrobenzene, 1,2,4-trichloro-5-nitrobenzene, 1,2,4,5-tetrachlorobenzene, pentachlorobenzene, 1,2,3-trichlorobenzene, 1,3,5-trichloro-2-nitrobenzene, 1,2-dichloro-3-nitrobenzene, 1,2,3,4-tetrachlorobenzene, and 1,3-dichloro-2-nitrobenzene, have been studied.For each substrate investigated kinetically, rate coefficients for nitration in solutions containing more than ca. 2 mol dm-3 dinitrogen pentaoxide increase more quickly than the concentration of nitronium ion.In the cases of 1,2,4,5-tetrachlorobenzene, 1,4-dichloro-2-nitrobenzene, and 1,2,4-trichloro-5-nitrobenzene, but not with the other substrates, there was evidence for the formation of, in addition to expected aromatic nitroproducts, unstable cyclohexadiene products.Those from 1,2,4-trichloro-5-nitrobenzene were identified as a diastereomeric pair of 3,5,6-trichloro-2,4-dinitrocyclohexa-2,5-dienyl nitrates.A mechanism for the formation of these products is proposed.

Selective weed control with m-dinitrobenzene

Weeds can be controlled by the application as a herbicide of m-dinitrobenzene. This compound is particularly effective for selectively controlling weeds in agronomic crops.