99-58-1

Basic information

• Product Name: 3-BROMO-4-METHOXYBENZOIC ACID
• Synonyms: RARECHEM AL BO 0751;TIMTEC-BB SBB009955;3-BROMO-4-METHOXYBENZOIC ACID;3-BROMO-P-ANISIC ACID;AKOS BBB/210;AKOS 211-11;3-Bromo-4-methoxybenzoic acid, 98+%;3-BROMO-P-ANISIC ACID, 98+%
• CAS NO: 99-58-1
• Molecular Formula: C₈H₇BrO₃
• Molecular Weight: 231.04
• EINECS: 202-768-4
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Acids & Esters;Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds
• Mol File: 99-58-1.mol
• Article Data: 24

Chemical Properties

• Melting Point: 220-222 °C(lit.)
• Boiling Point: 326 °C at 760 mmHg
• Flash Point: 151 °C
• Appearance: white powder
• Density: 1.625 g/cm³
• Vapor Pressure: 9.02E-05mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), methanol (Slightly)
• PKA: 4.08±0.10(Predicted)
• BRN: 2087585
• CAS DataBase Reference: 3-BROMO-4-METHOXYBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-4-METHOXYBENZOIC ACID(99-58-1)
• EPA Substance Registry System: 3-BROMO-4-METHOXYBENZOIC ACID(99-58-1)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 99-58-1(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

3-Bromo-4-methoxybenzoic acid is used as a reagent to prepare benzamide compounds that act as ABL1, ABL2, and BCR-ABL1 inhibitors for treating cancer and CNS disorders.

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

Upstream product

• 200956-55-4 3-bromo-4-methoxybenzamide 
• 100-09-4 4-methoxybenzoic acid 
• 21702-84-1 2,4-dibromoanisole 
• 4374-35-0 α-bromoethyl 3-bromo-4-methoxyphenyl ketone 
• 874-90-8 4-methoxybenzonitrile 
• 123-11-5 4-methoxy-benzaldehyde 
• 7758-19-2 sodium chlorite 
• 513-35-9 2-methyl-but-2-ene 
• 34841-06-0 3-bromo-4-methoxybenzylaldehyde 
• 578-57-4 2-bromoanisole 
• 861330-08-7 [1-benzoyl-2-(3-bromo-4-methoxy-phenyl)-vinyl]-malonic acid dimethyl ester 
• 7732-18-5 water 
• 67-64-1 acetone 
• 64-19-7 acetic acid 

Downstream Products

• 100-09-4 4-methoxybenzoic acid 
• 5197-28-4 2-bromo-4-nitroanisole 
• 36324-64-8 2-Bromo-4,6-dinitroanisole 
• 954815-08-8 3-bromo-4-methoxy-5-nitro-benzoic acid 
• 35450-37-4 methyl 3-bromo-4-methoxybenzoate 
• 22934-35-6 3-ethyl-4-methoxybenzoic acid 
• 851673-57-9 1,3-bromo-N-(4-hydroxymethyl-phenyl)-4-methoxy-benzamide 
• 269410-10-8 methyl 4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 
• 206876-43-9 2-Cyano-4-methoxy-3-(4-methoxy-benzyl)-benzoic acid 
• 460079-82-7 ethyl 3-bromo-4-methoxybenzoate 
• 1373939-28-6 N-(5-(5-(5,5-dimethyl-4-oxo-4,5-dihydroisoxazol-3-yl)-2-hydroxyphenyl)pyrazin-2-yl)-2,6-difluorobenzamide 
• 1373938-14-7 N-(5-(5-(5,5-dimethyl-4-oxo-4,5-dihydroisoxazol-3-yl)-2-methoxyphenyl)pyrazin-2-yl)-2,6-difluorobenzamide 
• 1373939-94-6 3-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)-5,5-dimethyl isoxazol-4(5H)-one 

Relevant articles and documents

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.

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.

Promising hydrogen peroxide stabilizers for large-scale application: unprecedented effect of aryl alkyl ketones

Aryl alkyl ketones with substituents in the aromatic ring taken in an amount from 0.005 to 0.5% efficiently stabilize hydrogen peroxide in an aqueous solution during storage at 22–25°C for 16–24 months.