57785-36-1

Basic information

• Product Name: CHEMBRDG-BB 5245801
• Synonyms: CHEMBRDG-BB 5245801;1-(5-BROMO-2-FUROYL)PIPERIDINE;1-(5-bromo-2-furoyl)piperidine(SALTDATA: FREE);(5-bromofuran-2-yl)-piperidin-1-ylmethanone
• CAS NO: 57785-36-1
• Molecular Formula: C10H12BrNO2
• Molecular Weight: 258.11
• Mol File: 57785-36-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 350.5°C at 760 mmHg
• Flash Point: 165.8°C
• Appearance: /
• Density: 1.487g/cm³
• Vapor Pressure: 4.38E-05mmHg at 25°C
• Refractive Index: 1.561
• CAS DataBase Reference: CHEMBRDG-BB 5245801(CAS DataBase Reference)
• NIST Chemistry Reference: CHEMBRDG-BB 5245801(57785-36-1)
• EPA Substance Registry System: CHEMBRDG-BB 5245801(57785-36-1)

Safety Data

• Hazardous Substances Data: 57785-36-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H12BrNO2/c11-9-5-4-8(14-9)10(13)12-6-2-1-3-7-12/h4-5H,1-3,6-7H2

Upstream product

• 110-89-4 piperidine 
• 527-69-5 2-furancarbonyl chloride 
• 26163-41-7 (furan-2-yl)(piperidin-1-yl)methanone 
• 26726-16-9 5-bromofuran-2-carbonyl chloride 
• 585-70-6 5-bromo-furan-2-carboxylic acid 
• 157642-07-4 ethyl 5-bromo-2-furoylmalonate 

Relevant articles and documents

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.

REACTION OF ETHYL 5-SUBSTITUTED-2-FUROYLMALONATES WITH SECONDARY AMINES

In situ prepared magnesium salts of ethyl malonate react with 5-X-2-furoyl chlorides (X=Br.NO2.C6H5S and C6H5SO2) to give the corresponding ethyl 5-X-2-furoylmalonates.On treatment of these compounds with secondary amines no nucleophilic substitution of the group X in position 5 of the furan nucleus took place but, instead, amides of 5-X-2-furancarboxylic acids were isolated.

Chemistry of Furans: Part VI - Synthesis of 5-Amino-2-furanamides

5-Amino-2-furanamides (II) have been synthesised by the nucleophilic displacement of bromine in 5-bromo-2-furanamides by piperidine, pyrrolidine and morpholine.