101084-39-3

Basic information

• Product Name: 3-BROMO-2-METHOXYBENZOIC ACID 97
• Synonyms: 3-BROMO-2-METHOXYBENZOIC ACID 97;3-Bromo-2-methoxybenzoic acid 97%;3-BROMO-2-METHOXYBENZOIC
• CAS NO: 101084-39-3
• Molecular Formula: C₈H₇BrO₃
• Molecular Weight: 231.0443
• Product Categories: blocks;Bromides;Carboxes;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;C8;Carbonyl Compounds;Carboxylic Acids;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 101084-39-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 121-123
• Boiling Point: 327.6 °C at 760 mmHg
• Flash Point: 151.9 °C
• Appearance: /
• Density: 1.625 g/cm³
• Vapor Pressure: 8.11E-05mmHg at 25°C
• Storage Temp.: Keep Cold
• Solubility: soluble in Methanol
• PKA: 3.70±0.10(Predicted)
• CAS DataBase Reference: 3-BROMO-2-METHOXYBENZOIC ACID 97(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-2-METHOXYBENZOIC ACID 97(101084-39-3)
• EPA Substance Registry System: 3-BROMO-2-METHOXYBENZOIC ACID 97(101084-39-3)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: Ⅲ
• Hazardous Substances Data: 101084-39-3(Hazardous Substances Data)

Usage

General Description

3-Bromo-2-methoxybenzoic acid 97 is a chemical compound that is commonly used in the field of organic synthesis. It is a white crystalline solid with a molecular formula of C8H7BrO3. 3-BROMO-2-METHOXYBENZOIC ACID 97 is often utilized as a building block in the production of pharmaceuticals, agrochemicals, and other organic compounds. It is important to handle this chemical with care, as it may be harmful if it comes into contact with the skin, eyes, or respiratory system. Additionally, it should be stored in a cool, dry place away from heat and light to maintain its stability and purity.

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

Upstream product

• 579-75-9 2-Methoxybenzoic acid 
• 260806-90-4 methyl 3-bromo-2-methoxybenzoate 
• 93292-77-4 (E)-3-Bromo-2-methoxy-1-prop-1-enylbenzene 
• 3883-95-2 3-bromosalicylic acid 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 791136-88-4 3-bromo-2-methoxybenzamide 
• 121789-32-0 3-Bromo-2-methoxy-benzoyl chloride 
• 260806-90-4 methyl 3-bromo-2-methoxybenzoate 
• 22256-43-5 2-methoxy-3-methylbenzoyl chloride 
• 1273599-65-7 6-bromo-7-methoxy-2,3-dihydro-1H-inden-1-one 
• 1044256-82-7 1-azidomethyl-3-bromo-2-methoxy-benzene 
• 1201662-79-4 3,5-dichloro-N-((4'-chloro-2-methoxybiphenyl-3-yl)methyl)-N-(4-fluorobenzyl)-2-hydroxybenzenesulfonamide 
• 1201663-92-4 1-(4'-chloro-2-methoxybiphenyl-3-yl)-N-(4-fluorobenzyl)methanamine 

Relevant articles and documents

A New Synthesis of 3-Bromo-2-methoxybenzoic Acid

A convenient preparation of 3-bromo-2-methoxybenzoic acid (8) from 2-bromophenol via 3-bromo-2-methoxy-1-(1-propenyl)benzene (11) is presented.

First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation

(Chemical Equation Presented) New general methodology of value in aromatic chemistry based on ortho-metalation sites in o-, m-, and p-anisic acids (1-3) (Scheme 1) is described. The metalation can be selectively directed to either of the ortho positions by varying the base, metalation temperature, and exposure times. Metalation of o-anisic acid (1) with s-BuLi/TMEDA in THF at -78°C occurs exclusively in the position adjacente to the carboxylate. On the other hand, a reversal of regioselectivity is observed with n-BuLi/t-BuOK. With LTMP at 0°C, the two directors of m-anisic acid (2) function in concert to direct introduction of the metal between them while n-BuLi/t-BuOK removes preferentially the proton located ortho to the methoxy and para to the carboxylate (H-4). s-BuLi/TMEDA reacts with p-anisic acid (3) exclusively in the vicinity of the carboxylate. According to these methodologies, routes to very simple methoxybenzoic acids with a variety of functionalities that are not easily accessible by other means have been developed (Table 1).

Directed ortho-metalation of unprotected benzoic acids. Methodology and regioselective synthesis of useful contiguously 3- and 6-substituted 2-methoxybenzoic acid building blocks

By treatment with s-BuLi/TMEDA at -78 °C, unprotected 2-methoxybenzoic acid is deprotonated exclusively in the position ortho to the carboxylate. A reversal of regioselectivity is observed when the acid is treated with n-BuLi/t-BuOK. These results are of general utility for the one-pot preparation of a variety of very simple 3- and 6-substituted 2-methoxybenzoic acids that are not easily accessible by conventional means. The potential usefulness of the method is demonstrated by the expedient synthesis of lunularic acid.