3013-38-5

Usage

Uses

Used in Organic Synthesis:
2,4-Dinitrobenzyl Bromide is used as a reagent for effective bromination of various compounds in the field of organic synthesis. Its bromination properties make it a valuable tool in the synthesis of complex organic molecules.
Used in Chemical Research:
In the chemical research industry, 2,4-Dinitrobenzyl Bromide is used as a reagent to facilitate the bromination of compounds, which is essential for the development and understanding of new chemical reactions and processes. This application aids in the advancement of chemical knowledge and the discovery of novel compounds with potential applications in various fields.

InChI:InChI=1/C7H5BrN2O4/c8-4-5-1-2-6(9(11)12)3-7(5)10(13)14/h1-3H,4H2

Upstream product

• 121-14-2 2,4-dinitrotoluene 
• 98273-50-8 nitric acid-(2,4-dinitro-benzyl ester) 
• 2589-31-3 N-benzylpyridinium bromide 
• 67-64-1 acetone 
• 610-30-0 2,4-dinitrobenzoic acid 
• 4836-66-2 2,4-dinitrobenzyl alcohol 

Downstream Products

• 29610-12-6 2,2-dinitro-1-(2,4-dinitrophenyl)ethane 
• 109386-30-3 12-(2',4'-dinitrophenyl)naphth<2,3-b>-indolizine-6,11-dione 
• 53999-08-9 (2,4-dinitro-benzyl)-p-tolyl sulfone 
• 121-14-2 2,4-dinitrotoluene 
• 1245640-44-1 (R)-2-(2,4-dinitrobenzyl)octanal 
• 1668557-96-7 (S)-2-(2,4-dinitrobenzyl)cyclohexan-1-one 
• 1668558-15-3 C₁₃H₁₄N₂O₅ 
• 1668557-98-9 C₁₅H₁₈N₂O₅ 
• 1668557-99-0 C₁₄H₁₆N₂O₅ 
• 1668558-00-6 C₁₄H₁₆N₂O₅ 
• 1522689-14-0 C₁₄H₁₆N₂O₅ 
• 1668558-01-7 C₁₄H₁₆N₂O₅ 
• 1668558-02-8 C₁₅H₁₆N₂O₇ 
• 1668558-03-9 C₁₇H₂₁N₃O₇ 

Relevant academic research and scientific papers

2-((3,5-Dinitrobenzyl)thio)quinazolinones: Potent Antimycobacterial Agents Activated by Deazaflavin (F420)-Dependent Nitroreductase (Ddn)

Swapping the substituents in positions 2 and 4 of the previously synthesized but yet undisclosed 5-cyano-4-(methylthio)-2-arylpyrimidin-6-ones 4, ring closure, and further optimization led to the identification of the potent antitubercular 2-thio-substituted quinazolinone 26. Structure-activity relationship (SAR) studies indicated a crucial role for both meta-nitro substituents for antitubercular activity, while the introduction of polar substituents on the quinazolinone core allowed reduction of bovine serum albumin (BSA) binding (63c, 63d). While most of the tested quinazolinones exhibited no cytotoxicity against MRC-5, the most potent compound 26 was found to be mutagenic via the Ames test. This analogue exhibited moderate inhibitory potency against Mycobacterium tuberculosis thymidylate kinase, the target of the 3-cyanopyridones that lies at the basis of the current analogues, indicating that the whole-cell antimycobacterial activity of the present S-substituted thioquinazolinones is likely due to modulation of alternative or additional targets. Diminished antimycobacterial activity was observed against mutants affected in cofactor F420 biosynthesis (fbiC), cofactor reduction (fgd), or deazaflavin-dependent nitroreductase activity (rv3547), indicating that reductive activation of the 3,5-dinitrobenzyl analogues is key to antimycobacterial activity.

Dual copper- and photoredox-catalysed C(sp2)-C(sp3) coupling

The use of copper catalysis with visible light photoredox catalysis in a cooperative fashion has recently emerged as a versatile means of developing new C-C bond forming reactions. In this work, dual copper and photoredox catalysis is exploited to effect C(sp2)-C(sp3) cross-couplings between aryl boronic acids and benzyl bromides.

Electrosynthesis of dibenzonaphthyridine derivatives from 2,2-(2-nitrobenzyl)-2-substituted-acetonitriles

An indirect electrochemical procedure involving an ex-cell two-phase process is proposed to produce dibenzonaphthyridine derivatives from 2,2-(2-nitrobenzyl)-2-substituted-acetonitriles in dichloromethane. The selective reduction of both nitro groups into amino groups using Cp2Ti+ in aqueous acidic medium avoids a cyclization of hydroxylamine intermediates as observed by direct electrolysis.