58733-41-8

Basic information

• Product Name: benzoic acid, 2-bromo-5-methoxy-, ethyl ester
• CAS NO: 58733-41-8
• Molecular Formula: C₁₀H₁₁BrO₃
• Molecular Weight: 259.1
• Mol File: 58733-41-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 307.3°C at 760 mmHg
• Flash Point: 139.6°C
• Density: 1.407g/cm³
• Vapor Pressure: 0.000733mmHg at 25°C
• Refractive Index: 1.532
• CAS DataBase Reference: benzoic acid, 2-bromo-5-methoxy-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: benzoic acid, 2-bromo-5-methoxy-, ethyl ester(58733-41-8)
• EPA Substance Registry System: benzoic acid, 2-bromo-5-methoxy-, ethyl ester(58733-41-8)

Safety Data

• Hazardous Substances Data: 58733-41-8(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 22921-68-2 2-bromo-5-methoxy-benzoic acid 
• 10259-22-0 ethyl 3-methoxybenzoate 

Downstream Products

• 931092-90-9 5-methoxy-2-vinylbenzoic acid ethyl ester 
• 112584-40-4 2-bromo-5-methoxy-benzoic acid hydrazide 
• 853271-15-5 2-(2-bromo-5-methoxyphenyl) propan-2-ol 

Relevant articles and documents

Mechanistic study on iodine-catalyzed aromatic bromination of aryl ethers by N-Bromosuccinimide

Although iodine-catalyzed reaction has rapid advances in recent years, examples on iodine-catalyzed bromination are rare and the mechanism of these reactions remains unclear. Herein, we reported an I2-catalyzed aromatic bromination of aryl ethers by NBS and presented the details of the mechanistic study including kinetic study and the study of kinetic isotope effects. The study revealed that the reaction was actually catalyzed by IBr formed in the induction period, and the rate-determining step was the HBr-elimination of the Wheland intermediate assisted by IBr.

AROMATIC RING COMPOUND

Provided is an aromatic ring compound having a GPR40 agonist activity. A compound represented by the formula (I): wherein each symbol is as described in the DESCRIPTION, or a salt thereof has a GPR40 agonist activity, and is useful as an agent for the prophylaxis or treatment of diabetes and the like.

Synthesis of macrolide-saccharide hybrids by ring-closing metathesis of precursors derived from glycitols and benzoic acids

The benzomacrolactone structural motif is a privileged or evolutionarily selected scaffold that codes properties required for binding to proteins and novel analogues thereof may provide a source of new bioactive compounds. Saccharides are also privileged structures, with (amino)sugars, imino-sugars, and sugar amino acids being applied as scaffolds for the development of nonpeptidal peptidomimetics. The syntheses of novel polyhydroxylated oxamacrolides, structural analogues of natural polyketide derived macrolides, are described herein, providing a basis for their development as scaffolds. The syntheses were carried out from benzoic acids and appropriately protected D-mannitol or D-sorbitol (D-glucitol). Ring-closing metathesis was applied in the macrocyclization step with high E-alkene selectivities being observed. X-ray crystal structures, for two polyhydroxylated derivatives, show that the macrocyclic rings display similar conformations. In addition, intermolecular hydrogen-bonding networks are observed in the lattices.