57999-52-7

Basic information

• Product Name: 3-Bromo-3-(p-nitrophenyl)propionic acid
• Synonyms: 3-Bromo-3-(p-nitrophenyl)propionic acid
• CAS NO: 57999-52-7
• Molecular Weight: 274.071
• Mol File: 57999-52-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3-Bromo-3-(p-nitrophenyl)propionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-3-(p-nitrophenyl)propionic acid(57999-52-7)
• EPA Substance Registry System: 3-Bromo-3-(p-nitrophenyl)propionic acid(57999-52-7)

Safety Data

• Hazardous Substances Data: 57999-52-7(Hazardous Substances Data)

Upstream product

• 953-26-4 ethyl 4-nitrocinnamate 
• 16642-79-8 3-(4-nitrophenyl)propionic acid 
• 1011763-39-5 3-(4-nitrophenyl)-3-phenylsulfanyl-propanoic acid 
• 90564-32-2 3-hydroxy-3-(4-nitrophenyl)propanoic acid 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 35202-08-5 4-(4-nitrophenyl)oxetan-2-one 
• 882-06-4 4-nitro-trans-cinnamic acid 

Downstream Products

• 100-13-0 4-nitrostyrene 
• 124-38-9 carbon dioxide 
• 10035-10-6 hydrogen bromide 
• 337964-56-4 4-bromo-1-diazo-4-(4-nitrophenyl)-2-butanone 
• 1028286-64-7 3-bromo-3-(4-nitro-phenyl)-propionyl chloride 
• 619-89-6 p-nitrocinnamic acid 
• 102308-61-2 3-hydroxy-3-(4-nitro-phenyl)-propionic acid amide 
• 90564-32-2 3-hydroxy-3-(4-nitrophenyl)propanoic acid 
• 35202-08-5 4-(4-nitrophenyl)oxetan-2-one 

Relevant articles and documents

Sulphide as a leaving group: Highly stereoselective bromination of alkyl phenyl sulphides

A conceptionally novel nucleophilic substitution approach to synthetically important alkyl bromides is presented. Using molecular bromine (Br2), readily available secondary benzyl and tertiary alkyl phenyl sulphides are converted into the corresponding bromides under exceptionally mild, acid- and base-free reaction conditions. This simple transformation allows the isolation of elimination sensitive benzylic β-bromo carbonyl and nitrile compounds in mostly high yields and purities. Remarkably, protic functionalities such as acids and alcohols are tolerated. Enantioenriched benzylic β-sulphido esters, readily prepared by asymmetric sulpha-Michael addition, produce the corresponding inverted bromides with high stereoselectivities, approaching complete enantiospecificity at -40 °C. Significantly, the reported benzylic β-bromo esters can be stored without racemisation for prolonged periods at -20 °C. Their synthetic potential was demonstrated by the one-pot preparation of γ-azido alcohol (S)-5 in 90% ee. NMR studies revealed an initial formation of a sulphide bromine adduct, which in turn is in equilibrium with a postulated dibromosulphurane intermediate that undergoes C-Br bond formation.

A ring expansion-annulation strategy for the synthesis of substituted azulenes. Preparation and suzuki coupling reactions of 1-azulenyl triflates

(matrix presented) A new strategy for the synthesis of substituted azulenes is reported, based on the reaction of β′-bromo-α-diazo ketones with rhodium carboxylates The key transformation involves intramolecular addition of a rhodium carbenoid to an arene π-bond, electrocyclic ring opening, β-elimination, tautomerization, and trapping to produce 1-hydroxyazulene derivatives. The synthetic utility of the method is enhanced by the ability of the triflate derivatives to participate in Suzuki coupling reactions, as illustrated in a synthesis of the antiulcer drug egualen sodium (KT1-32).

A CONTRIBUTION TO MECHANISM OF ADDITION OF HYDROGEN BROMIDE TO THE α,β-UNSATURATEDSYSTEM OF 3-PHENYL-2-PROPENOIC ACID

Rate of addition of hydrogen bromide to meta- and para-substituted 3-phenyl-2-propenoic acids I was followed by polarography and UV spectroscopy.Rate of protonation either is the overall rate determining step or is at least comparable with the rate of the subsequent nucleophile attack.