618-89-3

Basic information

• Product Name: Methyl 3-bromobenzoate
• Synonyms: METHYL 3-BROMOBENZOATE FOR SYNTHESIS;RARECHEM AL BF 0052;3-bromo-benzoicacimethylester;Benzoic acid, m-bromo-, methyl ester;Benzoicacid,3-bromo-,methylester;m-Bromobenzoic acid methyl ester;3-BROMOBENZOIC ACID METHYL ESTER;METHYL M-BROMOBENZOATE
• CAS NO: 618-89-3
• Molecular Formula: C₈H₇BrO₂
• Molecular Weight: 215.04
• EINECS: 210-569-9
• Product Categories: Building Blocks;C8 to C9;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Acids and Derivatives;Aromatic Esters;API intermediates;Acids & Esters;Bromine Compounds;C8 to C9;Carbonyl Compounds;Esters
• Mol File: 618-89-3.mol
• Article Data: 80

Chemical Properties

• Melting Point: 31-33 °C(lit.)
• Boiling Point: 127-128 °C15 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: White to light yellow/Crystalline Solid or Liquid
• Density: 1.5313 (rough estimate)
• Vapor Pressure: 0.0304mmHg at 25°C
• Refractive Index: 1.5575
• Storage Temp.: Room temperature.
• Water Solubility: Slightly soluble in water.
• BRN: 1940810
• CAS DataBase Reference: Methyl 3-bromobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-bromobenzoate(618-89-3)
• EPA Substance Registry System: Methyl 3-bromobenzoate(618-89-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 618-89-3(Hazardous Substances Data)

Usage

Description

Methyl 3-bromobenzoate is a halogenated benzoate derivative that serves as a reagent in organic synthesis.

Uses

Used in Organic Synthesis:
Methyl 3-bromobenzoate is used as a reagent in organic synthesis for the preparation of various compounds.
Used in Pharmaceutical Industry:
Methyl 3-bromobenzoate is used in the synthesis of a novel series of tetrahydro dibenzazocine, which acts as an inhibitor of 17beta-hydroxysteroid dehydrogenase type 3. This enzyme plays a crucial role in the metabolism of sex hormones, and its inhibition can have therapeutic applications in treating hormone-related disorders.
Used in Chemical Research:
Methyl 3-bromobenzoate is also used to prepare 3-tert-butylphosphanyl-benzoic acid methyl ester by reacting with tert-butyltrimethylsilylphosphine. Methyl 3-bromobenzoate can be further studied and utilized in chemical research and development.

InChI:InChI=1/C8H7BrO2/c1-11-8(10)6-3-2-4-7(9)5-6/h2-5H,1H3

Upstream product

• 67-56-1 methanol 
• 618-44-0 m-bromobenzoyl bromide 
• 618-91-7 methyl 3-iodo-benzoate 
• 201230-82-2 carbon monoxide 
• 108-36-1 1,3-dibromobenzene 
• 1711-09-7 3-bromobenzoyl chloride 
• 74-88-4 methyl iodide 
• 585-76-2 m-bromobenzoic acid 
• 3132-99-8 m-bromobenzoic aldehyde 
• 591-18-4 1-Bromo-3-iodobenzene 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 18292-38-1 2-methallyltrimethylsilane 
• 188813-07-2 methyl 3-bromo-5-iodobenzoate 
• 181765-86-6 5-bromo-2-iodo-benzoic acid methyl ester 

Downstream Products

• 57728-66-2 3-bromo-N-(2-hydroxyethyl)benzamide 
• 103561-10-0 3-methoxy-4-(3-methoxycarbonylphenoxy)benzaldehyde 
• 146061-77-0 tert-butyl(3-methoxycarbonylphenyl)phosphine 
• 13531-48-1 methyl 3-cyanobenzoate 
• 93-58-3 benzoic acid methyl ester 
• 618-91-7 methyl 3-iodo-benzoate 
• 1751-97-9 biphenyl-3,3'-dicarboxylic acid dimethyl ester 
• 78585-62-3 3-bromobenzyl-α,α-d2 alcohol 
• 77123-59-2 methyl 3-<(trimethylsilyl)ethynyl>benzoate 
• 128460-74-2 3-methyl-3'-methoxycarbonylbiphenyl 
• 159612-90-5 3'-Cyclopentyloxy-4'-methoxy-biphenyl-3-carboxylic acid methyl ester 
• 904086-01-7 3'-tert-Butoxycarbonylamino-biphenyl-3-carboxylic acid 
• 114918-37-5 methyl 2-<(3-carbomethoxyphenyl)amino>benzoate 
• 197172-69-3 N-(3-methoxycarbonylphenyl)morpholine 

Relevant articles and documents

Electrochemical esterification via oxidative coupling of aldehydes and alcohols

An electrolytic method for the direct oxidative coupling of aldehydes with alcohols to produce esters is described. Our method involves anodic oxidation in presence of TBAF as supporting electrolyte in an undivided electrochemical cell equipped with graphite electrodes. This method successfully couples a wide range of alcohols to benzaldehydes with yields ranging from 70 to 90%. The protocol is easy to perform at a constant voltage conditions and offers a sustainable alternative over conventional methods.

Photoinduced Cross-Coupling of Aryl Iodides with Alkenes

A protocol for photoinduced cross-coupling of aryl iodides having polar π-functional groups or elongated π-conjugation with alkenes has been developed. The radical cascade mechanism involving generation of aryl radicals via C-I bond homolysis of photoexcited aryl iodides and their subsequent addition to alkenes is proposed. The method enables iodide-selective cross-coupling over other halogen leaving groups with functional group compatibility on both arene and alkene motifs.

Nickel salt of phosphomolybdic acid as a bi-functional homogeneous recyclable catalyst for base free transformation of aldehyde into ester

A Ni salt of phosphomolybdic acid (NiHPMA) was synthesized and characterized by various physico-chemical techniques such as EDX, UV-Visible spectroscopy, FT-IR, Raman spectroscopy and XPS. FT-IR and Raman spectroscopy confirm the presence of Ni as a counter cation while UV-Visible and XPS studies to confirm the presence of Ni(ii) in the catalyst. The catalyst was evaluated for its bi-functional activity towards the tandem conversion of benzaldehyde to ethyl benzoate and it was found that very small amounts of Ni (2.64 × 10?3mmol) enhance the selectivity towards benzoate. A detailed mechanistic study was carried out by UV-Visible and Raman spectroscopy to confirm that both intermediate species, Mo-peroxo and Ni-oxo, are responsible for higher selectivity towards esters. Further, a study to determine the effect of addenda atoms (heteropoly acid) was also carried out. The catalyst was also found to be viable for a number of aldehydes under optimized conditions.