294881-08-6

Basic information

• Product Name: 3-(2-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER
• Synonyms: 3-(2-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER;2-BROMO-BETA-OXO-BENZENEPROPANOIC ACID METHYL ESTER;Methyl (2-bromobenzoyl)acetate;2-BroMo-b-oxo-benzenepropanoic acid Methyl ester
• CAS NO: 294881-08-6
• Molecular Formula: C₁₀H₉BrO₃
• Molecular Weight: 257.08
• Mol File: 294881-08-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 308.9±22.0 °C(Predicted)
• Appearance: /
• Density: 1.480±0.06 g/cm3(Predicted)
• PKA: 9.83±0.46(Predicted)
• CAS DataBase Reference: 3-(2-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER(294881-08-6)
• EPA Substance Registry System: 3-(2-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER(294881-08-6)

Safety Data

• Hazardous Substances Data: 294881-08-6(Hazardous Substances Data)

Usage

General Description

3-(2-Bromo-phenyl)-3-oxo-propionic acid methyl ester is a chemical compound with the molecular formula C10H9BrO3. It is an ester derivative of 3-(2-bromo-phenyl)-3-oxo-propionic acid, possessing a methyl group attached to the carboxyl group. 3-(2-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER is commonly used in organic synthesis as a building block for the preparation of various pharmaceuticals, agrochemicals, and other biologically active compounds. It is also a potential intermediate in the production of fragrances, flavors, and other fine chemicals. However, due to its potential toxicity and health hazards, careful handling and proper safety precautions are necessary when working with this chemical.

Upstream product

• 1323309-33-6 methyl 3-(2-bromophenyl)-3-hydroxypropanoate 
• 6630-33-7 ortho-bromobenzaldehyde 
• 38330-80-2 monomethyl monopotassium malonate 
• 88-65-3 2-bromobenzoic-acid 
• 2142-69-0 2-bromophenyl methyl ketone 
• 616-38-6 carbonic acid dimethyl ester 
• 7154-66-7 2-bromobenzoic acid chloride 
• 79-20-9 acetic acid methyl ester 
• 610-94-6 2-bromobenzoic acid methyl ester 

Downstream Products

• 1257230-35-5 1-benzyl 3-methyl 4-hydroxy-2-methylnaphthalene-1,3-dicarboxylate 
• 1257230-41-3 methyl 4-cyano-1-hydroxy-3-phenyl-2-naphthoate 
• 1257230-37-7 1-ethyl 3-methyl 4-hydroxy-2-phenylnaphthalene-1,3-dicarboxylate 
• 1269637-24-2 (E)-1-(2-(4-chlorostyryl)phenyl)ethan-1-one 
• 1323308-94-6 1-methylene-2-p-tolyl-1H-indene 
• 1323308-97-9 2-(4-chlorophenyl)-1-methylene-1H-indene 
• 1323308-98-0 1-methylene-2-(4-nitrophenyl)-1H-indene 
• 1323309-18-7 (E)-1-(2-(4-methylstyryl)phenyl)ethanone 
• 2142-69-0 2-bromophenyl methyl ketone 
• 1439356-84-9 methyl 1-methyl-4-oxo-2-phenyl-1,4-dihydroquinoline-3-carboxylate 
• 1383740-54-2 methyl 2-(2-bromophenyl)-4,5-dicyanofuran-3-carboxylate 
• 1323309-33-6 methyl 3-(2-bromophenyl)-3-hydroxypropanoate 

Relevant articles and documents

Systematic asymmetric analog synthesis of fluspidine, a σ1 receptor ligand, to improve ligand affinity

Fluspidine is a high affinity ligand of the σ1 receptor. To further improve the ligand affinity, fluspidine analogs were systematically synthesized and screened herein. To design the modified ligand analogs, a docking simulation of the protein–ligand complex structure was examined. By using the developed synthetic strategy involving asymmetric catalytic 1,4-reduction of α,β -unsaturated carboxylic esters catalyzed by a chiral cobalt complex, 20 candidates of modified fluspidines were synthesized. The structure–activity relationships showed the development of a hybridized modified fluspidine. In addition, the inhibitory rate could be improved from 45% to 71%. This result demonstrates the importance of the development of a new synthetic method towards improving the ligand performance by providing a series of analogs.

Trimethylchlorosilane-Mediated Mild α-Chlorination of 1,3-Dicarbonyl Compounds Promoted by Phenyliodonium Diacetate

Trimethylchlorosilane was used as chlorine source for the α-chlorination of 1,3-dicarbonyl compounds with phenyliodonium diacetate as oxidant at room temperature. The reaction allows the selective synthesis of α-monochlorinated products from different kinds of 1,3-dicarbonyl compounds in good yield. The potential possibility of this conversion for bromination has also been investigated.

Base initiated aromatization/CO bond formation: A new entry to O-pyrazole polyfluoroarylated ethers

A base initiated intermolecular SNAr reaction of pyrazolones with polyfluoroarenes was developed. The process involved the isomerization aromatization of pyrazolone followed by the CO bond formation via the selective CF bond cleavage. With this strategy, a wide range of O-pyrazole polyfluoroarylated ethers bearing diverse functional groups were synthesized in mild to good yields. Additionally, our method was also applied to the isoxazol substrates.