2433-85-4

Basic information

• Product Name: 4,5-Dibromo-2-furaldehyde
• Synonyms: 4,5-DIBROMO-2-FURALDEHYDE;4,5-DIBROMO-FURAN-2-CARBALDEHYDE;VITAS-BB TBB000315;4,5-DIBROMO-2-FURANCARBOXALDEHYDE
• CAS NO: 2433-85-4
• Molecular Formula: C₅H₂Br₂O₂
• Molecular Weight: 253.88
• Product Categories: Furan&Benzofuran
• Mol File: 2433-85-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 36-37 °C
• Boiling Point: 276.871 °C at 760 mmHg
• Flash Point: 121.248 °C
• Appearance: /
• Density: 2.184 g/cm³
• Vapor Pressure: 0.00468mmHg at 25°C
• Refractive Index: 1.617
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4,5-Dibromo-2-furaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-Dibromo-2-furaldehyde(2433-85-4)
• EPA Substance Registry System: 4,5-Dibromo-2-furaldehyde(2433-85-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 2433-85-4(Hazardous Substances Data)

Usage

General Description

4,5-Dibromo-2-furaldehyde is a chemical compound with the molecular formula C6H3Br2O2. It is an organic compound that contains two bromine atoms and a furan ring. This chemical is commonly used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is also used as a building block for the production of various heterocyclic compounds and as a reagent in organic chemistry. 4,5-Dibromo-2-furaldehyde is also known for its potential antimicrobial, antifungal, and anticancer properties, and it has been studied for its potential therapeutic applications. However, it is important to note that 4,5-Dibromo-2-furaldehyde is a potentially hazardous compound and should be handled with care in a controlled laboratory setting.

InChI:InChI=1/C5H2Br2O2/c6-4-1-3(2-8)9-5(4)7/h1-2H

Upstream product

• 98-01-1 furfural 
• 30544-34-4 2,3-dibromofuran 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 18336-86-2 5-methyl-3-phenyl-isoxazole-4-carboxylic acid (4,5-dibromo-furan-2-ylmethylene)-hydrazide 
• 99142-59-3 4-bromo-5-(2,5-dimethylphenyl)furan-2-carbaldehyde 
• 99142-60-6 4-bromo-5-(2,4-dimethylphenyl)furan-2-carbaldehyde 
• 93362-27-7 4,5-dibromo-2-furfurylidenecyanoacetate 
• 204996-03-2 benzyl 11-(3-bromo-5-formylfuran-2-yl)undec-10-ynoate 
• 27065-51-6 2-(diethoxymethyl)-4-bromofuran 
• 118608-04-1 methyl (E)-4-hydroxy-2-methoxymethoxy-6-methyl-3<3-methyl-6-<5-(2-methyl-1-propenyl)-3-furanyl>-2-hexenyl>-benzoate 
• 118608-02-9 methyl (E)-2,4-di(methoxymethoxy)-6-methyl-3-<3-methyl-6-(furanyl-5-carboxaldehyde)-2-hexenyl>-benzoate 
• 118608-03-0 methyl (E)-2,4-di(methoxymethoxy)-6-methyl-3-<3-methyl-6-<5-(2-methyl-1-propenyl)-3-furanyl>-2-hexenyl>-benzoate 
• 93362-33-5 2-(4-Bromo-5-phenylsulfanyl-furan-2-ylmethylene)-malononitrile 
• 93362-37-9 2-(5-Benzenesulfonyl-4-bromo-furan-2-ylmethylene)-malononitrile 
• 93362-28-8 (E)-3-(4-Bromo-5-phenylsulfanyl-furan-2-yl)-2-cyano-acrylic acid methyl ester 
• 93362-32-4 (E)-3-(5-Benzenesulfonyl-4-bromo-furan-2-yl)-2-cyano-acrylic acid methyl ester 
• 2434-03-9 4,5-dibromo-2-furoic acid 

Relevant articles and documents

A selective synthesis of 4-bromo-2-furancarboxaldehyde and its pinacolborane derivative

A selective synthesis of ethylene acetal of 4-bromo-2-furancarboxaldehyde (4) and its pinacolborane derivative (5) is described. The synthesis was carried out using 2-furancarboxaldehyde (1) that was brominated to 4,5-dibromo-2- furancarboxaldehyde (2) in an emulsion of aluminum chloride and methylene chloride. The product was isolated, protected as ethylene acetal, and selectively debrominated to the ethylene acetal of 4-bromo-2-furancarboxaldehyde (4) in one step. This moiety was reacted with pinacolborane to give a reactive reagent of Suzuki coupling.

Synthesis of 5-bromo-2-furfural under solvent-free conditions using 1-butyl-3-methylimidazolium tribromide as brominating agent

The development of a facile and general method for the preparation of 5-bromo-2-furfural is described. An excellent yield of high regioselectivity came out of the bromination reaction of 2-furfural with 1-butyl-3- methylimidazolium tribromide under solvent-free conditions.

Total synthesis of (+)-nakadomarin A

The total synthesis of (+)-nakadomarin A is described. A three-component cycloaddition of a hydroxylamine, aldehyde, and cyclopropane to form a highly functionalized tetrahydro-1,2-oxazine serves as the foundation for this synthesis. The resulting oxazine

Diastereoselective synthesis of pyrrolidines using a nitrone/cyclopropane cycloaddition: Synthesis of the tetracyclic core of nakadomarin A

(Chemical Equation Presented) The synthesis of the tetracyclic core of nakadomarin A is described. The core contains all the heterocycles and the required stereocenters found in the natural product and provides a promising route to the target itself. The strategy utilizes a general, diastereoselective pyrrolidine synthesis that proceeds via a homo 3 + 2 dipolar cycloaddition. The scope of this methodology is also described.