4578-72-7

Basic information

• Product Name: 2-bromo-2-(4-nitrophenyl)acetic acid
• Synonyms: 2-bromo-2-(4-nitrophenyl)acetic acid
• CAS NO: 4578-72-7
• Molecular Weight: 260.044
• Mol File: 4578-72-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-bromo-2-(4-nitrophenyl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-2-(4-nitrophenyl)acetic acid(4578-72-7)
• EPA Substance Registry System: 2-bromo-2-(4-nitrophenyl)acetic acid(4578-72-7)

Safety Data

• Hazardous Substances Data: 4578-72-7(Hazardous Substances Data)

Upstream product

• 104-03-0 4-nitrobenzeneacetic acid 
• 34241-39-9 azobisisobutyronitrile 
• 75288-21-0 2-bromo-2-(4-nitrophenyl)acetyl chloride 
• 50434-36-1 4-nitrophenylacetyl chloride 

Downstream Products

• 43091-17-4 2-(4-nitro-phenyl)-3-oxo-2,3-dihydro-thiazolo[3,2-a]pyridinylium 
• 43091-20-9 5-methyl-2-(4-nitro-phenyl)-3-oxo-2,3-dihydro-thiazolo[3,2-a]pyridinylium betaine 
• 29704-35-6 tert-butyl 2-acetoxy-2-(4-nitrophenyl)acetate 
• 30747-39-8 α,α'-bisacetoxy-p,p'-dinitrobibenzyl 
• 10098-39-2 2-hydroxy-2-(4-nitrophenyl)acetic acid 
• 74663-99-3 4-nitroso-benzaldehyde 
• 555-16-8 4-nitrobenzaldehdye 
• 609339-99-3 α-hydroxy-p-nitrobenzyl carbanion 
• 609339-95-9 tert-butyl hydroxy-(4-nitrophenyl)acetate 
• 609339-96-0 α-acetoxy-p-nitrobenzyl carbanion 
• 187804-47-3 bromo-(4-nitro-phenyl)-acetic acid amide 
• 251366-32-2 2-bromo-2-(p-fluorophenyl)acetamide 
• 1239919-84-6 (2S,4R)-4-hydroxypentan-2-yl 2-bromo-2-(4-nitrophenyl)acetate 

Relevant articles and documents

A metal-free and mild approach to 1,3,4-oxadiazol-2(3: H)-ones via oxidative C-C bond cleavage using molecular oxygen

A mild metal-free approach to 1,3,4-oxadiazol-2(3H)-ones via 1,3,4-oxadiazin-5(6H)-ones is described. This novel transformation, promoted by the electron-withdrawing p-substituents on the phenyl group at the α-carbonyl position, features a tandem reaction consisting of oxidative hydroxylation and C-C bond cleavage using molecular oxygen. The method utilizes K2CO3 in CH3CN without any oxidants, transition metals, or additives, enabling the tunable synthesis of 1,3,4-oxadiazin-5(6H)-ones, 1,3,4-oxadiazol-2(3H)-ones, and α-ketoamides under mild aerobic conditions.

Chemistry of photogenerated α-hydroxy-p-nitrobenzyl carbanions in aqueous solution: Protonation vs. disproportionation

The photochemistry of p-nitrobenzyl derivatives 6-10 has been studied in aqueous solution as a function of pH, using product analysis, UV-vis spectrophotometry, and laser flash photolysis (LFP). The compounds were chosen with the aim of further exploring the propensity of these systems to give rise to α-hydroxy-p-nitrobenzyl carbanions on photolysis, and to study their mechanisms of subsequent reaction, α-Hydroxy-substituted carbanions are anions that cannot be readily formed using thermal routes but which are believed to have some interesting chemistry. Three methods were employed for photogenerating these carbanions: (i) decarboxylation; (ii) retro-Aldol reaction; and (iii) carbon acid deprotonation. All three methods proved to be successful using the p-nitrobenzyl chromophore. Photogenerated α-hydroxy-p-nitrobenzyl carbanions react via disproportionation, giving rise to oxidized and reduced products; simple protonation of the anion was undetectable.