90408-20-1

Basic information

• Product Name: Phenol, 4-bromo-, 2-aminobenzoate
• CAS NO: 90408-20-1
• Molecular Formula: C13H10BrNO2
• Molecular Weight: 292.132
• Mol File: 90408-20-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Phenol, 4-bromo-, 2-aminobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 4-bromo-, 2-aminobenzoate(90408-20-1)
• EPA Substance Registry System: Phenol, 4-bromo-, 2-aminobenzoate(90408-20-1)

Safety Data

• Hazardous Substances Data: 90408-20-1(Hazardous Substances Data)

Upstream product

• 118-48-9 isatoic anhydride 
• 5467-74-3 4-Bromophenylboronic acid 
• 1761-61-1 5-bromosalicyclaldehyde 
• 106-41-2 4-bromo-phenol 

Downstream Products

• 1592-95-6 3-bromo-9H-carbazole 
• 132525-43-0 C₁₉H₁₄BrN₃O₂ 

Relevant articles and documents

Ruthenium(ii)-catalyzed decarbonylative and decarboxylative coupling of isatoic anhydrides with salicylaldehydes: access to aryl 2-aminobenzoates

A ruthenium(ii)-catalyzed coupling reaction of isatoic anhydrides and salicylaldehydes has been developed for the synthesis of 2-aminobenzoates. This reaction proceeds through metal-catalyzed decarbonylation and decarboxylation to afford good yields of aryl 2-aminobenzoates.

SYNTHESIS, KINETICS AND MECHANISM OF CYCLIZATION OF 1-(2-ARYLOXYCARBONYLPHENYL)-3-PHENYLTRIAZENES

Twelve substituted 1-(2-aryloxycarbonylphenyl)-3-phenyltriazenes have been synthetized and kinetics of their reactions have been measured in 52.1percent (by mass) aqueous methanol at pH 3 to 11.Plots of kobs vs pH show three regions: noncatalyzed cyclization (pH 4 to 7), acid-catalyzed splitting of the triazene chain, and base-catalyzed cyclization.The non-catalyzed cyclization exhibits a kinetic isotope effect, the reaction constant Q = 2.69 (?p-), and β1g = 1.02, which indicates a mechanism of E1cB type with intramolecular proton transfer and a transient formation of a ketene intermediate.The base-catalyzed cyclization, on the other hand, exhibits the reaction constant Q = 1.05 (?p-), β1g = 0.4, and distinct steric effects, which indicates a cyclization by BAc2 mechanism with rate-limiting formation of the tetrahedral intermediate.