17488-25-4

Basic information

• Product Name: 1,4-Dichloro-2,5-dinitrobenzene
• Synonyms: 1,4-Dichloro-2,5-dinitrobenzene
• CAS NO: 17488-25-4
• Molecular Formula: C₆H₂Cl₂N₂O₄
• Molecular Weight: 237
• Mol File: 17488-25-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 119 °C(Solv: ethanol (64-17-5))
• Boiling Point: 335.8°C at 760 mmHg
• Flash Point: 156.9°C
• Appearance: /
• Density: 1.729g/cm³
• Vapor Pressure: 0.000227mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: 1,4-Dichloro-2,5-dinitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Dichloro-2,5-dinitrobenzene(17488-25-4)
• EPA Substance Registry System: 1,4-Dichloro-2,5-dinitrobenzene(17488-25-4)

Safety Data

• Hazardous Substances Data: 17488-25-4(Hazardous Substances Data)

Usage

Uses

1,4-Dichloro-2,5-dinitrobenzene is a useful reagent in the synthesis of biologically active heterocycles.

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

Upstream product

• 106-46-7 para-dichlorobenzene 
• 89-61-2 2,5-dichloronitrobenzene 
• 619-18-1 2,5-dinitroaniline 
• 38411-17-5 2,5-dchloro-4-nitroacetanilide 
• 881-51-6 N-(4-chloro-2-nitrophenyl)-acetamide 
• 100191-30-8 4-chloro-2,5-dinitro-aniline 
• 6627-34-5 2,5-dichloro-4-nitroaniline 

Downstream Products

• 119-21-1 1-chloro-2,4-dimethoxy-5-nitrobenzene 
• 17801-99-9 1,4-dichloro-2-methoxy-5-nitrobenzene 
• 118-74-1 hexachlorobenzene 
• 6627-34-5 2,5-dichloro-4-nitroaniline 
• 67382-07-4 2,5-dinitro-p-phenylenediamine 
• 20103-09-7 2,5-dichloro-1,4-phenylenediamine 
• 93819-59-1 1-chloro-5-nitro-2,4-bis-phenylsulfanyl-benzene 
• 97-50-7 5-chloro-2,4-dimethoxyaniline 

Relevant articles and documents

Metabolism and disposition of 1,4,7,8-tetrachlorodibenzo-p-dioxin in rats

Metabolism studies of 1,4,7,8-tetrachlorodibenzo-p-dioxin (TCDD), a relatively nontoxic dioxin congener, were undertaken to gain a better understanding of mammalian metabolism of dioxins without the problems associated with the use of the most toxic congener, 2,3,7,8-TCDD. 14C- 1,4,7,8-TCDD was dosed to conventional and bile-cannulated rats at a level of 8 mg/kg. The 14C was excreted almost entirely in 72 hours with the major routes of excretion feces and bile. Metabolites were identified from the feces, bile, and urine by GC-MS or negative ion FAB MS and 1H NMR. The two major fetal metabolites were hydroxylated tetra- and triCDDs. Glucuronide and sulfate conjugates of these hydroxyl metabolites were found in the urine and bile. Minor metabolites included dichlorocatechol, dihydroxylated tetra- and triCDDs, and conjugates of these compounds.

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.