3460-18-2

Basic information

• Product Name: 2,5-Dibromonitrobenzene
• Synonyms: 2,5-DIBROMONITROBENZENE;Dibromonitrobenzene;2,5-Dibromo-1-nitrobenzene;2 5-DIBROMONITROBENZENE 98% (GC);2,5-Dibromonitrobenzene,98%;2,5-DIBROMONITROBENZENE 99%;1-Nitro-2,5-dibromobenzene;2-Nitro-1,4-dibromobenzene
• CAS NO: 3460-18-2
• Molecular Formula: C₆H₃Br₂NO₂
• Molecular Weight: 280.9
• EINECS: 222-404-8
• Product Categories: Miscellaneous;Benzene derivates;Bromine Compounds;Nitro Compounds;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;intermediate;Pyridines
• Mol File: 3460-18-2.mol
• Article Data: 33

Chemical Properties

• Melting Point: 82-84 °C(lit.)
• Boiling Point: 266.4°C (rough estimate)
• Flash Point: 114.9 °C
• Appearance: Yellow/Crystalline Powder
• Density: 2.374 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0142mmHg at 25°C
• Refractive Index: 1.6400 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Slightly soluble in water.
• BRN: 1950425
• CAS DataBase Reference: 2,5-Dibromonitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dibromonitrobenzene(3460-18-2)
• EPA Substance Registry System: 2,5-Dibromonitrobenzene(3460-18-2)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-36/37/38-50-20/21/22
• Safety Statements: 26-60-61-36/37/39-22
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 2
• HazardClass: 9
• Hazardous Substances Data: 3460-18-2(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

2,5-Dibromonitrobenzene is a halogen-substituted nitrobenzenes used against Tetrahymena pyriformis due to its inhibitory and toxicity activities.

Purification Methods

It crystallises from Me2CO or EtOH. [Beilstein 5 H 250, 5 II 190, 5 III 621, 5 IV 732.]

InChI:InChI=1/C6H3Br2NO2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H

Upstream product

• 106-37-6 1.4-dibromobenzene 
• 577-19-5 2-nitrophenyl bromide 
• 7697-37-2 nitric acid 
• 106-40-1 4-bromo-aniline 
• 99277-71-1 4-bromo-2-nitrobenzoic acid 
• 14938-99-9 N-<2-Nitro-phenylamino>-maleinsaereimid 
• 98-95-3 nitrobenzene 

Downstream Products

• 90841-34-2 4-(4-bromo-2-nitro-phenyl)-morpholine 
• 856364-94-8 1-ethoxy-2-(4-bromo-2-nitro-phenoxy)-ethane 
• 99630-04-3 2-(4-bromo-2-nitrophenylamino)propionic acid 
• 100398-14-9 (5-bromo-2-methoxy-phenyl)-(4-bromo-2-nitro-phenyl)-amine 
• 56966-61-1 5-bromo-2--phenoxynitrobenzene 
• 33696-00-3 4-bromo-1-methoxy-2-nitrobenzene 
• 610-71-9 2,5-dibromobenzoic acid 
• 55321-64-7 (4-bromo-2-nitro-phenyl)-p-tolyl ether 
• 3638-73-1 2,5-dibromoaniline 
• 875-51-4 4-Bromo-2-nitroaniline 
• 22230-49-5 1,2,4,5-tetrabromo-3,6-dinitro-benzene 
• 91371-12-9 4,4'-dibromo-2,2'-dinitrobiphenyl 
• 383869-51-0 4-bromo-2-nitro-phenetole 
• 107125-46-2 2,5-dibromoazobenzene 

Relevant articles and documents

Synthesis and: In vitro evaluation of naphthalimide-benzimidazole conjugates as potential antitumor agents

A series of novel naphthalimide-benzimidazoles was designed and synthesized for the first time and studied for their effect on antiproliferative activity. Some of these compounds possessed good antitumor activity towards the tested cancer cell lines. Noticeably, (diethylamino)ethyl 15 and (dimethylamino)ethyl 23 derivatives displayed superior antiproliferative activity towards human cancer cell lines with MG-MID GI50 values of 1.43 and 1.83 μM, respectively. Preliminary investigation revealed that compounds 15 and 23 might bind with ct-DNA through the intercalation mode which is responsible for potent bioactivity. Moreover, transportation behaviour indicated that these molecules could efficiently bind to and be carried by bovine albumin, and the hydrogen bonding and hydrophobic interactions played important roles in interaction with serum albumin.

Exploring the nitro group reduction in low-solubility oligo-phenylenevinylene systems: Rapid synthesis of amino derivatives

A small series of amino oligo-phenylenevinylenes (OPVs) were successfully synthesized from their nitro-analogs in a rapid, simple, and highly efficient fashion employing a sodium sulfide/pyridine system as a reducing agent. In this research, classic and sustainable reduction methodologies including NH4HCO2/Zn and a choline chloride/tin (II) chloride deep eutectic solvent (DES) were also evaluated, showing degradation products, incomplete reactivity, and product isolation difficulties in all cases. The straightforward Na2S/pyridine synthetic protocol proved to maintain the E-E stereochemistry of the OPV backbone that has been previously assembled by the Mizoroki–Heck cross-coupling reaction. Also, the optoelectronic properties were determined and discussed, considering the amino group insertion in these conjugated systems as a contribution for future construction of novel materials with applications in supramolecular electronics, light harvesting, and photocatalysis.

Method for synthesizing dibromobenzene -2,5- 1,4- diiodo benzene (by machine translation)

The synthetic method disclosed by the invention comprises 1,4 - the following steps: the, synthesis method disclosed by. the, invention has a good industrial production prospect, 1,4 - in the prior, art that, the raw materials are firstly, 2,5 - subjected to a nitrification step and then subjected to 2,5 - an iodine, generation step to generate 2,5 - the second bromo,4-diiodo benzene 1,4 . (by machine translation)