22921-68-2

Basic information

• Product Name: 2-BROMO-5-METHOXYBENZOIC ACID
• Synonyms: RARECHEM AL BE 1111;2-BROMO-5-METHOXYBENZOIC ACID;2-Bromo-5-methoxybenzoic acid, 98+%;2-BROMO-5-METHOXYBENZOIC ACID 98%;2-Bromo-5-methoxybenzoic acid,97%;4-Bromo-3-carboxyanisole, 6-Bromo-m-anisic acid
• CAS NO: 22921-68-2
• Molecular Formula: C₈H₇BrO₃
• Molecular Weight: 231.04
• EINECS: 245-329-2
• Product Categories: blocks;Bromides;Carboxes;Acids and Derivatives;Halides;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Organic acids;Acids & Esters;Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds;C8;Carbonyl Compounds;Carboxylic Acids;carboxylic acid| alkyl bromide
• Mol File: 22921-68-2.mol
• Article Data: 24

Chemical Properties

• Melting Point: 157-159 °C(lit.)
• Boiling Point: 337.8 °C at 760 mmHg
• Flash Point: 158.1 °C
• Appearance: white to light yellow crystal powder
• Density: 1.625 g/cm³
• Vapor Pressure: 4E-05mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, DMSO, Methanol
• PKA: 2.73±0.10(Predicted)
• BRN: 639763
• CAS DataBase Reference: 2-BROMO-5-METHOXYBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-5-METHOXYBENZOIC ACID(22921-68-2)
• EPA Substance Registry System: 2-BROMO-5-METHOXYBENZOIC ACID(22921-68-2)

Safety Data

• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36:Wear suitable prot
• WGK Germany: 3
• Hazardous Substances Data: 22921-68-2(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 22921-68-2 differently. You can refer to the following data:
1. 2-Bromo-5-methoxybenzoic Acid, is an intermediate in the synthesis of more complex pharmaceutical and biologically active compounds. It is used in the synthesis of benzylisothioureas as potent divalent metal transporter 1 (DMT1) inhibitors.
2. 2-Bromo-5-methoxybenzoic acid is suitable for use in the syntheses of urolithin derivatives. It may be used in the synthesis of the following:substituted aminobenzacridines8-chloro-2-methoxydibenzo[b,f]thiepin-10(11H)-one and its 3-methoxy derivativeisoindolinone derivatives

Chemical Properties

white to light yellow crystal powder

General Description

2-Bromo-5-methoxybenzoic acid is a benzoic acid derivative. Synthesis of 2-bromo-5-methoxybenzoic acid and its characterization by HNMR has been reported.

InChI:InChI=1/C8H7BrO3/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4H,1H3,(H,10,11)/p-1

Upstream product

• 100-84-5 1-methoxy-3-methyl-benzene 
• 35450-36-3 methyl 2-bromo-5-methoxybenzoate 
• 6971-51-3 3-methoxybenzyl alcohol 
• 586-38-9 3-Methoxybenzoic acid 
• 591-31-1 3-methoxy-benzaldehyde 
• 20357-24-8 5-methoxy-2-nitro-benzaldehyde 
• 1882-69-5 5-methoxy-2-nitro-benzoic acid 
• 59557-92-5 2-bromo-5-methoxyaniline 
• 5344-78-5 4-bromo-3-nitroanizole 
• 24743-11-1 4-(m-methoxyphenyl)butanoic acid 
• 852623-12-2 3-methoxy-2-(trimethylsilyl)benzoic acid 
• 852623-18-8 6-bromo-3-methoxy-2-(trimethylsilyl)benzoic acid 
• 861591-17-5 (2,α-dibromo-5-methoxy-benzylidene)-malonic acid 
• 881650-52-8 2-bromo-5-methoxy-trans-cinnamic acid 

Downstream Products

• 89224-95-3 5-methoxy-2-(phenylamino)benzoic acid 
• 57536-38-6 2-(phenylthio)-5-methoxybenzoic acid 
• 197304-53-3 2-{[5-chloro-2-(methoxycarbonyl)phenyl]amino}-5-methoxybenzoic acid 
• 916904-05-7 2-(trimethylsilyl)ethyl 2-bromo-5-methoxybenzoate 
• 70603-19-9 6-methoxy-2,3-diphenyl-1H-inden-1-one 
• 138505-00-7 2-(2-bromo-5-methoxybenzoyl)-1,2,3,4-tetrahydro-6-methoxy-1-propylidene-isoquinoline 
• 138504-99-1 2-(2-bromo-5-methoxybenzoyl)-1-ethylidene-1,2,3,4-tetrahydro-6-methoxyisoquinoline 
• 4702-29-8 7-methoxy-1H-isochromene-1,3(4H)-dione 
• 49834-28-8 N-(tert-butyl)-3-methoxybenzamide 
• 1711-05-3 m-anisoyl chloride 
• 136546-47-9 N-tert-Butyl-3-methoxy-2-methylsulfanyl-benzamide 
• 136546-50-4 N-(1,1-dimethylethyl)-3-methoxy-2-(methylsulfinyl)benzamide 
• 134419-78-6 1-(2-bromo-5-methoxyphenyl)-3-phenylprop-2-yn-1-one 
• 134419-83-3 (E)-8-benzylidene-4-methoxybicyclo[4.2.0]octa-1,3,5-trien-7-one 

Relevant articles and documents

Synthesis and photophysical properties of isocoumarin-based D-π-A systems

We prepared a small library of polarity-sensitive fluorescent dyes characterized by an isocoumarin core properly functionalized with a conjugated push-pull system. The key step of the synthesis is based on a regio-selective silver(I)/p-TSA co-catalyzed cyclization of 2-alkynylbenzoates recently optimized in our laboratory. The photophysical properties of isocoumarin-based D-π-A systems have been investigated and a rationale was proposed based on their dipole moments and Hammett constants of the ED and EW groups involved.

A convenient and efficient H2SO4-promoted regioselective monobromination of phenol derivatives using N-bromosuccinimide

A convenient, rapid H2SO4-promoted regioselective monobromination reaction with N-bromosuccinimide was developed. The desired para-monobrominated or ortho-monobrominated products of phenol derivatives were obtained in good to excellent yields with high selectivity. Regioselective chlorination and iodination were also achieved in the presence of H2SO4 using N-chlorosuccinimide and N-iodosuccinimide, respectively.

Synthesis of novel benzbromarone derivatives designed to avoid metabolic activation

We synthesized six novel BBR derivatives that were designed to avoid metabolic activation via ipso-substitution and evaluated for their degree of toxicity and hURAT1 inhibition. It was found that all of the derivatives demonstrate lower cytotoxicity in mouse hepatocytes and lower levels of metabolic activation than BBR, while maintaining their inhibitory activity toward the uric acid transporter. We propose that these derivatives could serve as effective uricosuric agents that have much better safety profiles than BBR.