585-70-6

Basic information

• Product Name: 5-Bromofuroic acid
• Synonyms: 2-Furancarboxylic acid, 5-bromo-;2-Furoic acid, 5-bromo-;RARECHEM AL BE 0601;OTAVA-BB BB0125160212;TIMTEC-BB SBB003644;5-BROMO-2-FURANCARBOXYLIC ACID;5-BROMO-2-FUROIC ACID;5-BROMO-FURAN-2-CARBOXYLIC ACID
• CAS NO: 585-70-6
• Molecular Formula: C₅H₃BrO₃
• Molecular Weight: 190.98
• EINECS: 209-559-7
• Product Categories: API intermediates;Furans
• Mol File: 585-70-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 188-190 °C(lit.)
• Boiling Point: 281.6 °C at 760 mmHg
• Flash Point: 124.1 °C
• Appearance: White to cream or beige/Crystalline Flakes or Powder
• Density: 1.7703 (rough estimate)
• Vapor Pressure: 0.00167mmHg at 25°C
• Refractive Index: 1.4690 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.84±0.10(Predicted)
• BRN: 118354
• CAS DataBase Reference: 5-Bromofuroic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromofuroic acid(585-70-6)
• EPA Substance Registry System: 5-Bromofuroic acid(585-70-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 24/25-39-26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 585-70-6(Hazardous Substances Data)

Usage

Chemical Properties

white to cream or beige crystalline flakes

InChI:InChI=1/C5H3BrO3/c6-4-2-1-3(9-4)5(7)8/h1-2H,(H,7,8)/p-1

Upstream product

• 3199-50-6 1-(5-bromofuran-2-yl)ethanone 
• 88-14-2 2-furanoic acid 
• 7726-95-6 bromine 
• 89284-17-3 2,3,4,5-tetrabromo-tetrahydro-furan-2-carboxylic acid 
• 67-66-3 chloroform 
• 614-99-3 Ethyl 2-furoate 
• 64-19-7 acetic acid 
• 75-15-0 carbon disulfide 
• 56-23-5 tetrachloromethane 
• 18292-14-3 5-(trimethylsilyl)furan-2-carboxylic acid 
• 1899-24-7 5-bromo-2-furancarboxaldehyde 
• 17357-32-3 2-bromo-1-(5-bromofuran-2-yl)ethanone 
• 611-13-2 2-furoic acid methyl ester 

Downstream Products

• 58472-54-1 5-bromo-furan-2-carboxylic acid-(4-bromo-anilide) 
• 858796-20-0 5-bromo-furan-2-carboxylic acid-(4-bromo-2-nitro-phenyl ester) 
• 94084-62-5 5-methoxy-furan-2-carboxylic acid 
• 863702-25-4 {3-[(5-bromo-furan-2-carbonyl)-amino]-phenyl}-acetic acid methyl ester 
• 690971-22-3 5-(5-bromofuran-2-yl)-3-phenyl-1,2,4-oxadiazole 
• 73269-32-6 5-(4-fluorophenyl)furan-2-carboxylic acid 
• 6132-37-2 ethyl 5-bromofuran-2-carboxylate 
• 54022-78-5 5-carbamoyl-furan-2-carboxylic acid 
• 88139-97-3 (3S^*,4R^*)-1-(o-nitrobenzyloxycarbonyltriphenylphosphoranylidene)methyl-3-<(R^*)-1-(o-nitrobenzyloxycarbonyloxy)ethyl>-4-(2'-t-butyldimethylsilyloxymethyl-5'-furanylcarbonyl)methyl-azetidin-2-one 
• 88140-05-0 (3S^*,4R^*)-1-(o-nitrobenzyloxycarbonyltriphenylphosphoranylidene)methyl-3-<(R^*)-1-(o-nitrobenzyloxycarbonyloxy)ethyl>-4-(2'-methylsulfonyloxymethyl-5'-furanylcarbonyl)methyl-azetidin-2-one 
• 88140-02-7 (3S^*,4R^*)-1-(o-nitrobenzyloxycarbonyltriphenylphosphoranylidene)methyl-3-<(R^*)-1-(o-nitrobenzyloxycarbonyloxy)ethyl>-4-(2-hydroxymethyl-5'-furanylcarbonyl)methyl-azetidin-2-one 
• 113451-97-1 2,2-bis<4-<(2-carbomethoxy-5-furyl)oxy>phenyl>propane 
• 113452-00-9 2,2-bis<4-<(2-carboxy-5-furyl)oxy>phenyl>propane 
• 113451-99-3 hydroquinone bis(2-carbethoxy-5-furyl ether) 

Relevant articles and documents

Oxidation of substituted 2-furaldehydes by quinolinium dichromate: A kinetic study

The kinetics of oxidation of substituted 2-furaldehydes by quinolinium dichromate in sulfuric acid, using 50% acetic acid as the solvent, was studied. The rate of the reaction was first order in each of the substrate, oxidant and acid. The kinetic data are discussed with reference to the aldehyde hydration equilibria. The kinetic results support a mechanistic pathway proceeding via a rate-determining oxidative decomposition of the chromate ester of the aldehyde hydrate. Copyright 2003 John Wiley & Sons, Ltd.

Synthesis of [2,2’]Bifuranyl-5,5’-dicarboxylic Acid Esters via Reductive Homocoupling of 5-Bromofuran-2-carboxylates Using Alcohols as Reductants?

Herein, we describe an environmentally benign and cost-effective protocol for the synthesis of valuable bifuranyl dicarboxylates, starting with α-bromination of readily accessible furan-2-carboxylates by LiBr and K2S2O8. Furthermore, the bromination intermediate product 5-bromofuran-2-carboxylates were then conducted in a palladium-catalyzed reductive homocoupling reactions in the presence of alcohols to afford bifuranyl dicarboxylates. One of the final products in this protocol, [2,2’]bifuran-5,5’-dicarboxylic acid esters, are essential monomers of poly(ethylene bifuranoate), which can be served as an green and versatile alternative polymer for traditional poly(ethylene terephthalate) that is currently common in technical plastics.

DMF-mediated deprotection of bulky silyl esters under neutral and fluoride-free conditions

Bulky TBDPS and TIPS carboxylic esters were efficiently cleaved by a green and mild protocol using only DMF-H2O (20:1) at 70 °C. The neutral conditions tolerate various common acid- and base-labile functionalities, including alkyl and aryl silyl ethers.