76311-89-2

Basic information

• Product Name: 3-bromofuran-2(5H)-one
• Synonyms: 3-bromofuran-2(5H)-one;3-Bromo-2(5H)-furanone;3-Bromofuran-2-one;3-Bromo-2,5-dihydrofuran-2-one
• CAS NO: 76311-89-2
• Molecular Formula: C₄H₃BrO₂
• Molecular Weight: 162.96942
• EINECS: 278-416-9
• Mol File: 76311-89-2.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 295.9 °C at 760 mmHg
• Flash Point: 132.8 °C
• Appearance: /
• Density: 1.989
• Vapor Pressure: 0.00148mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: 3-bromofuran-2(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromofuran-2(5H)-one(76311-89-2)
• EPA Substance Registry System: 3-bromofuran-2(5H)-one(76311-89-2)

Safety Data

• Hazardous Substances Data: 76311-89-2(Hazardous Substances Data)

Usage

General Description

3-bromofuran-2(5H)-one is a chemical compound with the molecular formula C4H3BrO2. It is a brominated derivative of furan, which is a five-membered aromatic heterocyclic organic compound. This chemical is used in organic synthesis and pharmaceutical research as a building block for the synthesis of various bioactive molecules. It can also be utilized as a reagent in chemical reactions and as a starting material for the preparation of more complex compounds. Its structure and properties make it a valuable intermediate in the production of pharmaceuticals, agrochemicals, and other fine chemicals. Additionally, it has potential applications in the synthesis of natural products, bioactive compounds, and materials with specific properties.

InChI:InChI=1/C4H3BrO2/c5-3-1-2-7-4(3)6/h1H,2H2

Upstream product

• 200807-25-6 2,3,4-tribromo-butyric acid 
• 90085-85-1 3,4-dibromo-2,5-dimethoxy-tetrahydro-furan-2-carboxylic acid methyl ester 
• 2434-03-9 4,5-dibromo-2-furoic acid 
• 10035-10-6 hydrogen bromide 
• 72167-53-4 3-bromo-2,5-dimethoxy-2,5-dihydro-furan 
• 497-23-4 2-buten-4-olide 
• 91468-55-2 3,4-dibromo-2,5-dimethoxytetrahydrofuran 
• 64-17-5 ethanol 
• 7218-52-2 4-hydroxy-2-butynoic acid 
• 117858-88-5 (3S,4S)-4-Bromo-4-hydroxytetrahydrofuran-2-one 
• 31555-05-2 methyl 4-hydroxy-2-butynoate 

Downstream Products

• 1223157-54-7 (R)-3-bromo-5-((R)-hydroxy(phenyl)methyl)furan-2(5H)-one 
• 1223157-55-8 3-bromo-5-((R)-hydroxy(phenyl)methyl)furan-2(3H)-one 
• 1258849-46-5 3-(2-nitrophenyl)furan-2(5H)-one 
• 143392-19-2 3-(m-tolyl)furan-2(5H)-one 
• 1426390-47-7 C₁₉H₂₅NO₆ 
• 57200-23-4 3-phenyl-2(5H)-furanone 
• 1402611-55-5 3-(3,5-dimethylphenyl)-2,5-dihydrofuran-2-one 
• 1402611-56-6 3-(3,5-difluorophenyl)-2,5-dihydrofuran-2-one 
• 1402611-52-2 3-(4-tert-butylphenyl)-2,5-dihydrofuran-2-one 
• 1402611-53-3 3-(4-ethoxyphenyl)-2,5-dihydrofuran-2-one 
• 143392-20-5 3-(2-methylphenyl)-2,5-dihydrofuran-2-one 
• 1402611-59-9 3-[(E)-2-phenylethenyl]-2,5-dihydrofuran-2-one 
• 910219-34-0 [(3-bromofuran-2-yl)oxy]triisopropylsilane 
• 76311-82-5 2,6-Dioxo-1-phenyl-hexahydro-furo[3,4-b]pyrrole-3-carboxylic acid methyl ester 

Relevant articles and documents

3-Bromo-2,5-dihydrofuran-2-one and 4-bromo-2,5-dihydrofuran-2-one

Although 3-bromo-2,5-dihydrofuran-2-one and 4-bromo-2,5-dihydrofuran-2-one were first reported in 1894, considerable ambiguity still exists about the correct structure assignment of the two compounds. The present article gives a brief overview on the varying assignments of constitution and describes a novel method for the formation of 3-bromo-2,5-dihydrofuran-2-one. A comparison is made of the experimental 13C NMR chemical shifts with values predicted by increment calculations and experimental 1/C-C coupling constants are given for both compounds. Secure structural assignments are now available for both isomers.

Controlling the Substitution Pattern of Hexasubstituted Naphthalenes by Aryne/Siloxyfuran Diels–Alder Additions: Regio- and Stereocontrolled Synthesis of Arizonin C1 Analogs

3,4-Dimethoxybenz-1-yne and 2-siloxylated furans without or with a bromine atom at C-3 undergo Diels–Alder reactions with orientational selectivity. Hydrolysis furnished a bromine-free or a bromine-containing naphthalene, respectively. Bromination of the former provided a regioisomer of the latter. Either of the two compounds was processed to give a variety of unnatural naphthoquinonopyrano-γ-lactones. This occurred by a succession of (1) Heck coupling, (2) asymmetric dihydroxylation, (3) oxa-Pictet–Spengler cyclization, and (4) oxidation. The fifteen monomeric naphthoquinonopyrano-γ-lactone structures that we prepared resemble the natural product (–)-arizonin C1 or its C-5 epimer. Accordingly, they represent hexasubstituted naphthalenes likewise. The sixteenth naphthoquinonopyrano-γ-lactone that we synthesized is a kind of dimer. Its moieties are bridged differently than those in naturally occurring naphthoquinonopyrano-γ-lactone dimers.

Isotope-labeled methyl ketofuran, intermediate and method for preparing same

The invention discloses isotopically labeled methyl furanone, an intermediate and a preparation method of isotopically labeled methyl furanone. The invention provides isotopically labeled methyl furanone 6. The invention further provides a preparation method of isotopically labeled methyl furanone 6, and the preparation method comprises the following steps: performing removal of a hydroxy protecting group and isomerization reaction on a compound 20 in the presence of an acid. The method provided by the invention comprises short reaction steps, labeling loci are stable, are labeled on a common D ring of a strigolactone type compound family and are successfully butted with ABC rings of strigolactone type compounds to obtain a variety of isotopically labeled strigolactone type compounds with different isotopic abundances which are more than 99% respectively, and the isotopically labeled methyl furanone is applicable to wide substances, is used as an internal source standard matter for GC-MS and LC-MS/MS analysis and has high detection sensitivity and good accuracy, thereby having broad market application prospects.