2-Bromo-3-furoic acid

Base Information

• Chemical Name: 2-Bromo-3-furoic acid
• CAS No.: 197846-05-2
• Molecular Formula: C5H3BrO3
• Molecular Weight: 190.981
• Hs Code.: 2932190090
• Mol file: 197846-05-2.mol

Synonyms:2-Bromo-3-furoic acid;2-bromo3-Furancarboxylic acid;2-bromofuran-3-carboxylic acid;

Chemical Property of 2-Bromo-3-furoic acid

Chemical Property:

• Vapor Pressure: 0.00278mmHg at 25°C
• Melting Point: 160.5 °C
• Refractive Index: 1.571
• Boiling Point: 273.5 °C at 760 mmHg
• PKA: 3.57±0.20(Predicted)
• Flash Point: 119.2 °C
• PSA: 50.44000
• Density: 1.891 g/cm³
• LogP: 1.74030
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-Bromo-3-furoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Bromo-3-furoic Acid is a reagent used in the synthesis of anti-muscarinic antagonists.

Technology Process of 2-Bromo-3-furoic acid

There total 3 articles about 2-Bromo-3-furoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

3-Furoic acid (488-93-7) → 2-bromofuran-3-carboxylic acid (197846-05-2)

Guidance literature:

3-Furoic acid; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2.33333h; Inert atmosphere; Schlenk technique;

With bromine; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.9b01567

Reference yield:

5-bromo-furan-2,4-dicarboxylic acid → 2-bromofuran-3-carboxylic acid (197846-05-2)

Guidance literature:

With sodium hydroxide; water; mercury dichloride;

DOI:10.1021/ja01334a047

Reference yield:

dimethyl furan-2,4-dicarboxylate (1710-13-0) → 2-bromofuran-3-carboxylic acid (197846-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / 160 °C / anschliessend Behandeln mit aethanol. Kalilauge

2: mercury (II)-chloride; water; aq. NaOH solution

With sodium hydroxide; water; bromine; mercury dichloride;

DOI:10.1021/ja01334a047

upstream raw materials:

3-Furoic acid

dimethyl furan-2,4-dicarboxylate

Downstream raw materials:

methyl 2-bromofuran-3-carboxylate

2-bromofuran-3-carbonyl chloride

Refernces

• 1、 Johansson, Gary. "Antimuscarinic 3-(2-Furanyl)quinuclidin-2-ene derivatives: Synthesis and structure-activity relationships". . p. 3804 - 3819. Retrieved 2007/10/03.