10199-85-6

Basic information

• Product Name: 2,4-DICHLORO-1,3-DINITROBENZENE
• Synonyms: 2,4-DICHLORO-1,3-DINITROBENZENE;1,3-Dichloro-2,4-dinitrobenzene
• CAS NO: 10199-85-6
• Molecular Formula: C₆H₂Cl₂N₂O₄
• Molecular Weight: 237
• Mol File: 10199-85-6.mol

Chemical Properties

• Melting Point: 70-71 °C
• Boiling Point: 340.7°C at 760 mmHg
• Flash Point: 159.8°C
• Appearance: /
• Density: 1.729g/cm³
• Vapor Pressure: 0.000167mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: 2,4-DICHLORO-1,3-DINITROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DICHLORO-1,3-DINITROBENZENE(10199-85-6)
• EPA Substance Registry System: 2,4-DICHLORO-1,3-DINITROBENZENE(10199-85-6)

Safety Data

• Hazardous Substances Data: 10199-85-6(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2,4-Dichloro-1,3-dinitrobenzene is used as a chemical intermediate for the production of dyes, pigments, and pharmaceuticals, due to its reactive functional groups that facilitate the synthesis of a wide range of compounds.
Used in Agriculture:
In the agricultural industry, 2,4-Dichloro-1,3-dinitrobenzene is used as a precursor in the manufacturing of herbicides and insecticides, contributing to the development of effective crop protection agents.
Used in Organic Synthesis:
As a reagent in organic synthesis, 2,4-Dichloro-1,3-dinitrobenzene is utilized for its ability to participate in various chemical reactions, enabling the creation of new organic compounds for research and industrial applications.
Safety Considerations:
Given its toxic nature and potential hazards, 2,4-Dichloro-1,3-dinitrobenzene is classified as a hazardous substance. It is crucial to handle 2,4-DICHLORO-1,3-DINITROBENZENE with caution, ensuring adherence to proper safety measures to prevent ingestion, inhalation, or skin contact, which could lead to harmful health effects.

InChI:InChI=1/C6H2Cl2N2O4/c7-3-1-2-4(9(11)12)5(8)6(3)10(13)14/h1-2H

Upstream product

• 601-88-7 2,6-dichloronitrobenzene 
• 7697-37-2 nitric acid 
• 541-73-1 1,3-Dichlorobenzene 
• 1194-66-7 2,6-dichloronitrosobenzene 
• 519-44-8 2,4-dinitroresorcinol 

Downstream Products

• 519-44-8 2,4-dinitroresorcinol 
• 1630-09-7 2,4-dichloro-1,3,5-trinitrobenzene 
• 10199-87-8 2,4-dinitro-1,3-phenylenediamine 
• 28689-08-9 1,5-dichloro-2,3-dinitrobenzene 
• 5714-12-5 benzo[1,2-c;3,4-c']bis[1,2,5]oxadiazole 1,6-dioxide 
• 51867-83-5 1-amino-3-acetylamino-6-chloro-benzene 
• 1630-08-6 1,3,5-trinitrobenzenediamine 

Relevant articles and documents

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.