150529-73-0

Basic information

• Product Name: (3-BROMOPHENYL)ACETIC ACID METHYL ESTER
• Synonyms: METHYL 2-(3-BROMOPHENYL)ACETATE;(3-BROMOPHENYL)ACETIC ACID METHYL ESTER;Methyl 3-bromophenylacetate 98%;Methyl 3-bromophenylacetate;3-Bromophenylacetic acid methyl ester, Methyl 2-(3-bromophenyl)ethanoate;Methyl3-bromophenylacetate98%
• CAS NO: 150529-73-0
• Molecular Formula: C₉H₉BrO₂
• Molecular Weight: 229.07
• Product Categories: blocks;Bromides;Carboxes;pharmacetical
• Mol File: 150529-73-0.mol
• Article Data: 77

Chemical Properties

• Boiling Point: 268.639 °C at 760 mmHg
• Flash Point: 116.269 °C
• Appearance: /
• Density: 1.446 g/cm³
• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: 1.5440 to 1.5480
• Storage Temp.: Keep Cold
• CAS DataBase Reference: (3-BROMOPHENYL)ACETIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (3-BROMOPHENYL)ACETIC ACID METHYL ESTER(150529-73-0)
• EPA Substance Registry System: (3-BROMOPHENYL)ACETIC ACID METHYL ESTER(150529-73-0)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 150529-73-0(Hazardous Substances Data)

Usage

Description

(3-BROMOPHENYL)ACETIC ACID METHYL ESTER, also known as Methyl 2-(3-bromophenyl)acetate, is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceuticals. It is characterized by its bromine atom attached to a phenyl ring and an ester functional group, which contributes to its reactivity and potential applications in the chemical and pharmaceutical industries.

Uses

Used in Pharmaceutical Synthesis:
(3-BROMOPHENYL)ACETIC ACID METHYL ESTER is used as a reagent for the synthesis of the methyl ester derivative of (R)-Flurbiprofen (F598730). (3-BROMOPHENYL)ACETIC ACID METHYL ESTER is a nonsteroidal anti-inflammatory drug (NSAID) that is known for its anti-inflammatory, analgesic, and antipyretic properties. It is commonly used to treat various conditions such as arthritis, ankylosing spondylitis, and soft tissue rheumatism.
Additionally, (R)-Flurbiprofen has potential applications in the treatment of patients with Alzheimer's Disease. The compound has been shown to modulate the activity of the enzyme cyclooxygenase-1 (COX-1), which is involved in the production of amyloid-beta peptides, a hallmark of Alzheimer's Disease. By inhibiting COX-1, (R)-Flurbiprofen may help reduce the formation of amyloid-beta peptides and slow down the progression of the disease.

InChI:InChI=1/C9H9BrO2/c1-12-9(11)6-7-3-2-4-8(10)5-7/h2-5H,6H2,1H3

Upstream product

• 67-56-1 methanol 
• 1878-67-7 3-Bromophenylacetic acid 
• 124-41-4 sodium methylate 
• 75-36-5 acetyl chloride 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 186581-53-3 diazomethane 
• 18698-97-0 ortho-bromophenylacetic acid 
• 74-88-4 methyl iodide 
• 1360789-08-7 2-(3-bromophenyl)-1-(2,2,6,6-tetramethylpiperidin-1-yl)ethanone 
• 35065-86-2 3-bromophenyl acetate 

Downstream Products

• 52798-00-2 (3-cyano-phenyl)-acetic acid methyl ester 
• 1026707-56-1 (3-{3-[3-(Tetrahydro-pyran-2-yloxy)-propyl]-benzyl}-phenyl)-acetic acid methyl ester 
• 619323-22-7 methyl 2-(3-bromophenyl)pent-4-enoate 
• 859232-71-6 4-bromo-2-(methoxycarbonylmethyl)benzenesulfonamide 
• 109347-40-2 2-(3-bromophenyl)acetaldehyde 
• 264882-03-3 methyl 2-(3-bromophenyl)-2-diazoacetate 
• 478375-42-7 methyl 2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate 
• 251458-15-8 methyl 2-(3-bromophenyl)-2-methylpropanoate 
• 185200-33-3 methyl (3-bromo-4-nitrophenyl)acetate 
• 317356-77-7 C₂₉H₂₉BrFN₃O₅ 
• 317356-80-2 C₂₈H₂₆BrClFN₃O₅ 
• 317356-83-5 C₂₈H₂₆Br₂FN₃O₅ 
• 924309-89-7 methyl (4-nitro-3-trimethylsilylethynylphenyl)acetate 
• 924309-90-0 methyl (3-ethynyl-4-nitrophenyl)acetate 

Relevant articles and documents

Lipase-catalyzed chemoselective ester hydrolysis of biomimetically coupled aryls for the synthesis of unsymmetric biphenyl esters

Lipases are among the most frequently used biocatalysts in organic synthesis, allowing numerous environmentally friendly and inexpensive chemical transformations. Here, we present a biomimetic strategy based on iron(III)-catalyzed oxidative coupling and s

B(C6F5)3-Catalyzed site-selective N1-alkylation of benzotriazoles with diazoalkanes

Alkylation of benzotriazoles is synthetically challenging, often leading to mixtures of N1 and N2 alkylation. Herein, metal-free catalytic site-selective N1-alkylation of benzotriazoles with diazoalkanes is described in the presence of 10 mol% of B(C6F5)3. These reactions provide N1-alkylated benzotriazoles in good to excellent yields and this protocol is successfully adapted to gram-scale syntheses as well as a derivative with antimicrobial activity.

Photocatalytic Hydromethylation and Hydroalkylation of Olefins Enabled by Titanium Dioxide Mediated Decarboxylation

A versatile method for the hydromethylation and hydroalkylation of alkenes at room temperature is achieved by using the photooxidative redox capacity of the valence band of anatase titanium dioxide (TiO2). Mechanistic studies support a radical-based mechanism involving the photoexcitation of TiO2 with 390 nm light in the presence of acetic acid and other carboxylic acids to generate methyl and alkyl radicals, respectively, without the need for stoichiometric base. This protocol is accepting of a broad scope of alkene and carboxylic acids, including challenging ones that produce highly reactive primary alkyl radicals and those containing functional groups that are susceptible to nucleophilic substitution such as alkyl halides. This methodology highlights the utility of using heterogeneous semiconductor photocatalysts such as TiO2 for promoting challenging organic syntheses that rely on highly reactive intermediates.