88377-29-1

Basic information

• Product Name: 2-Bromo-3-methoxybenzoic acid
• Synonyms: 2-Bromo-3-methoxybenzoic acid
• CAS NO: 88377-29-1
• Molecular Formula: C₈H₇BrO₃
• Molecular Weight: 231.05
• EINECS: 604-604-1
• Mol File: 88377-29-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 153-155 °C
• Boiling Point: 330.7°C at 760 mmHg
• Flash Point: 153.8°C
• Appearance: /
• Density: 1.625g/cm³
• Vapor Pressure: 6.56E-05mmHg at 25°C
• Refractive Index: 1.583
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 2.73±0.10(Predicted)
• CAS DataBase Reference: 2-Bromo-3-methoxybenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-3-methoxybenzoic acid(88377-29-1)
• EPA Substance Registry System: 2-Bromo-3-methoxybenzoic acid(88377-29-1)

Safety Data

• Hazardous Substances Data: 88377-29-1(Hazardous Substances Data)

Usage

General Description

2-Bromo-3-methoxybenzoic acid is a chemical compound with the molecular formula C8H7BrO3. It is a white solid at room temperature, and it is used in organic synthesis and pharmaceutical research. 2-Bromo-3-methoxybenzoic acid is an important intermediate in the production of various pharmaceuticals and agrochemicals. It has been studied for its potential applications in the development of anti-inflammatory, anti-cancer, and anti-viral drugs. Additionally, 2-Bromo-3-methoxybenzoic acid has been investigated for its use as a reagent in organic chemistry reactions, and it is often used in the synthesis of complex organic molecules. Overall, this compound has a variety of important applications in both research and industrial settings.

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

Upstream product

• 3177-80-8 2-amino-3-methoxybenzoic acid 
• 10401-18-0 2-bromo-3-methoxybenzaldehyde 
• 586-38-9 3-Methoxybenzoic acid 
• 124-38-9 carbon dioxide 
• 95970-22-2 1,2-dibromo-3-methoxybenzene 
• 811711-33-8 1,2-dibromo-3-fluorobenzene 
• 591-31-1 3-methoxy-benzaldehyde 
• 4920-80-3 3-methoxy-2-nitrobenzoic acid 
• 5121-34-6 methyl 2-amino-3-methoxybenzoate 
• 59453-47-3 methyl 2-bromo-3-methoxybenzoate 

Downstream Products

• 88377-30-4 N-(2-methoxyphenyl)-3-methoxyanthranilic acid 
• 440123-68-2 2-bromo-3-methoxybenzoyl chloride 
• 710327-82-5 2-(2-bromo-3-methoxy-phenyl)-4-tert-butyl-4,5-dihydro-oxazole 
• 88377-28-0 4,5-dimethoxyacridine-9(10H)-one 
• 59453-47-3 methyl 2-bromo-3-methoxybenzoate 
• 199436-55-0 (2-bromo-3-methoxyphenyl)methanol 
• 1307741-23-6 N-butyl-2-bromo-N-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]-3-methoxybenzamide 
• 1232407-18-9 2-bromo-N,3-dimethoxy-N-methylbenzamide 
• 1232407-19-0 1-(2-bromo-3-methoxyphenyl)ethanone 
• 1232407-20-3 1-(2-bromo-3-hydroxy phenyl)ethanone 
• 1232835-02-7 1-(2-Bromo-3-ethoxy phenyl)ethanone 
• 1232407-21-4 1-[2-bromo-3-(difluoromethoxy)phenyl]ethanone 
• 1261571-70-3 2-bromo-3-methoxybenzamide 
• 1260387-06-1 2-(2-ethoxy-2-oxoethyl)-3-methoxybenzoic acid 

Relevant articles and documents

Optimization of a Benzoylpiperidine Class Identifies a Highly Potent and Selective Reversible Monoacylglycerol Lipase (MAGL) Inhibitor

Monoacylglycerol lipase (MAGL) is the enzyme degrading the endocannabinoid 2-arachidonoylglycerol, and it is involved in several physiological and pathological processes. The therapeutic potential of MAGL is linked to several diseases, including cancer. The development of MAGL inhibitors has been greatly limited by the side effects associated with the prolonged MAGL inactivation. Importantly, it could be preferable to use reversible MAGL inhibitors in vivo, but nowadays only few reversible compounds have been developed. In the present study, structural optimization of a previously developed class of MAGL inhibitors led to the identification of compound 23, which proved to be a very potent reversible MAGL inhibitor (IC50 = 80 nM), selective for MAGL over the other main components of the endocannabinoid system, endowed of a promising antiproliferative activity in a series of cancer cell lines and able to block MAGL both in cell-based as well as in vivo assays.

Design of living ring-opening alkyne metathesis

It's alive: A ring-strained alkyne based on dibenzo[a,e][8]annulene undergoes ringopening metathesis polymerization (ROMP) to give a high-molecular-weight poly(ortho-phenylene) featuring alternating ethyl and ethynyl linkers along the polymer backbone. The molybdenumalkylidyne- based catalyst system discriminates between strained and unstrained alkynes to yield a living polymer with an unparalleled low polydispersity.

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).