137570-75-3

Basic information

• Product Name: 1-(bromomethyl)-3,5-dinitrobenzene
• Synonyms: 1-(bromomethyl)-3,5-dinitrobenzene
• CAS NO: 137570-75-3
• Molecular Formula: C₇H₅BrN₂O₄
• Molecular Weight: 261.0296
• Mol File: 137570-75-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 65-66 °C
• Boiling Point: 177 °C
• Appearance: /
• Density: 1.830±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1-(bromomethyl)-3,5-dinitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(bromomethyl)-3,5-dinitrobenzene(137570-75-3)
• EPA Substance Registry System: 1-(bromomethyl)-3,5-dinitrobenzene(137570-75-3)

Safety Data

• Hazardous Substances Data: 137570-75-3(Hazardous Substances Data)

Usage

General Description

1-(bromomethyl)-3,5-dinitrobenzene is a chemical compound with the molecular formula C7H5BrN2O4. It is a member of the nitrobenzene family and is characterized by the presence of a bromomethyl group and two nitro groups on a benzene ring. The compound is commonly used in organic synthesis and as a starting material for the production of various dyes and pigments. It is also known for its reactivity towards nucleophiles, making it useful in the formation of carbon-carbon and carbon-heteroatom bonds. Additionally, 1-(bromomethyl)-3,5-dinitrobenzene has been studied for its potential pesticidal and herbicidal properties. However, it is important to note that the compound is toxic and should be handled with care.

Upstream product

• 618-85-9 3,5-dinitrotoluene 
• 99-34-3 3,5-dinitrobenzoic acid 
• 71022-43-0 3,5-dinitrobenzyl alcohol 

Downstream Products

• 125996-94-3 1-(3,5-Dinitro-benzyl)-4-(2-oxo-2-phenyl-ethyl)-pyridinium; bromide 
• 1384113-73-8 leubethanol 3,5-dinitrobenzyl ether 
• 1384113-68-1 5-(3,5-dinitrobenzyl)leubethanol 
• 1133862-70-0 3,5-dinitrobenzylazide 

Relevant articles and documents

Solvent Effects on Proton Transfer Reactions: Benzoate Ion Promoted Deprotonation Reactions of Arylnitromethanes in Methanol Solution

Second-order rate constants and equilibrium constants have been determined for the benzoate ion promoted deprotonation reactions of (m-nitrophenyl)nitromethane, (p-nitrophenyl)nitromethane, and (3,5-dinitrophenyl)nitromethane in methanol solution. The pK

Inhibition of M. tuberculosis β-ketoacyl CoA reductase FabG4 (Rv0242c) by triazole linked polyphenol-aminobenzene hybrids: Comparison with the corresponding gallate counterparts

Herein we report six novel triazole linked polyphenol-aminobenzene hybrids (3-8) as inhibitors of Mycobacterium tuberculosis FabG4 (Rv0242c), a less explored β-ketoacyl CoA reductase that has immense potential to be the future anti-tuberculosis drug target due to its possible involvement in drug resistance and latent infection. Novel triazole linked polyphenol-aminobenzene hybrids have been synthesized, characterized and evaluated for their inhibitory activity against FabG4. All of them inhibit FabG4 at low micromolar concentrations. In silico docking study has been carried out to explain the experimental findings. A comparative study of these new inhibitors with previously reported gallate counterparts leads to structure-activity relations (SAR) of substituent linked to N-1 of triazole ring.

Kinetics of deprotonation of arylnitromethanes by benzoate ions in acetonitrile solution. Effect of equilibrium and nonequilibrium transition-state solvation on intrinsic rate constants of proton transfers

Second-order rate constants for benzoate ion promoted deprotonation reactions of (3-nitropbenyl)nitromethane, (4-nitrophenyl)nitromethane, and (3,5-dinitrophenyl)nitromethane have been determined in acetonitrile solution at 25 °C. These data were obtained at low benzoate buffer concentrations (a= 21.7; (4-nitromethyl)nitromethane, pKa = 20.6; and (3,5-dinitrophenyl)nitromethane, pKa, = 19.8. A Br?nsted βB value of 0.56 and an αCHlue of 0.79 have been calculated for the benzoate, 3-bromobenzoate, and 4-nitrobenzoate ion promoted reactions of (3,5- dinitrophenyl)nitromethane and for the benzoate ion promoted reactions of (3- nitrophenyl)nitromethane and (3,5-dinitrophenyl)nitromethane, respectively; (4-nitrophenyl)nitromethane deviates negatively from the Bronsted plot due to the resonance effect of the 4-nitro group. The logarithms of the intrinsic rate constants for benzoate promoted deprotonations of (3-nitrophenyl)nitromethane, (4-nitro phenyl)nitromethane, and (3,5-dinitrophenyl)nitromethane are 4.81, 4.58, and 5.27, respectively, and these values are 1.43, 1.70, and 1.30 log units, respectively, higher in acetonitrile than in dimethyl sulfoxide. Transfer activity coefficients from dimethyl sulfoxide (D) to acetonitrile (A) solution, log DγA, for (3-nitropbenyl)nitroimethyl anion (0.28), (4-nitrophenyl)nitromethyl anion (0.56), (3-nitrophenyl)nitromethane (0.18), and (4-nitrophenyl)nitromethane (0.16) have been calculated, and log DγA for benzoic acid (～ 1.9) and the benzoate ion (～0.25) have been estimated. The solvent effects on the intrinsic rate constants are analyzed within the framework of the Principle of Nonperfect Synchronization (PNS) in terms of contributions by late solvation of the arylnitromethyl anion, late solvation of the benzoic acid (produced as a product of the reaction), early desolvation of the benzoate ion and the arylnitromethane, and by a classical solvent effect. The results are also compared with predictions by a theoretical model recently proposed by Kurz. For the comparison of intrinsic rate constants in water and dimethyl sulfoxide there is good agreement between the Kurz model and the experimental results as well as the PNS analysts, but there is a discrepancy between the results and the predictions of the Kurz model for the comparison of intrinsic rate constants in dimethyl sulfoxide and acetonitrile solutions.