83457-06-1

Basic information

• Product Name: 3-Bromo-2-methylfuran
• Synonyms: 3-Bromo-2-methylfuran 95%;furan,3-bromo-2-methyl
• CAS NO: 83457-06-1
• Molecular Formula: C₅H₅BrO
• Molecular Weight: 161
• Mol File: 83457-06-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 133°C at 760 mmHg
• Flash Point: 34.2°C
• Appearance: /
• Density: 1.537g/cm³
• Vapor Pressure: 10.6mmHg at 25°C
• Refractive Index: 1.505
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-Bromo-2-methylfuran(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-2-methylfuran(83457-06-1)
• EPA Substance Registry System: 3-Bromo-2-methylfuran(83457-06-1)

Safety Data

• Hazardous Substances Data: 83457-06-1(Hazardous Substances Data)

Usage

General Description

3-Bromo-2-methylfuran is a chemical compound with the molecular formula C5H5BrO. It is a halogenated aromatic compound that contains a bromine atom and a methyl group attached to a furan ring. 3-Bromo-2-methylfuran is commonly used as an intermediate in organic synthesis, serving as a building block for the preparation of various pharmaceuticals, agrochemicals, and other fine chemicals. 3-Bromo-2-methylfuran is a colorless to pale yellow liquid with a strong, fruity odor, and it is considered to be hazardous due to its potential to cause skin and eye irritation as well as respiratory problems if inhaled. As with all chemicals, proper safety precautions should be taken when handling and using 3-Bromo-2-methylfuran.

InChI:InChI=1/C5H5BrO/c1-4-5(6)2-3-7-4/h2-3H,1H3

Upstream product

• 22037-28-1 3-bromofurane 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 30544-34-4 2,3-dibromofuran 
• 5158-46-3 methylzinc chloride 

Downstream Products

• 83457-07-2 2-methyl-3-(3'β-benzyloxy-17'β-hydroxy-5'β-androst-15'-en-17'α-yl)furan 
• 1126-80-3 (n-butylthio)benzene 
• 105621-16-7 2-Methyl-3-phenylsulfanyl-furan 
• 92588-13-1 2-methyl-3-(3'β-benzyloxy-15'β-hydroxy-5'β-androstan-17'β-yl)furan 
• 92588-12-0 2-methyl-3-(3'β-benzyloxy-15'β-hydroxy-5'β-androst-16'-en-17'-yl)furan 
• 864776-02-3 4,4,5,5-tetramethyl-2-(2-methylfuran-3-yl)-1,3,2-dioxaborolane 

Relevant articles and documents

11-Step Total Synthesis of Pallambins C and D

The structurally intriguing terpenes pallambins C and D have been assembled in only 11 steps from a cheap commodity chemical: furfuryl alcohol. This synthesis, which features a redox-economic approach free of protecting-group manipulations, assembles all four-ring systems via a sequential cyclization strategy. Of these four-ring constructing operations, two are classical (Robinson annulation and Mukaiyama aldol) and two are newly devised. During the course of this work a method for the difunctionalization of enol ethers was developed, and the scope of this transformation was explored.

Synthesis of polysubstituted 3-thiofurans by regiospecific mono-ipso-substitution and ortho-metallation from 3,4-dibromofuran

The synthetic potential of 3,4-dibromofuran has been assessed by its conversion into 3,4-disubstituted furans via mono-S-ipso-substitution. The ability of 3-methylthio and 3-phenylthio substituents for directing the metallation at position α-relative to the substituent has allowed the regiospecific alkylation. It provides a straightforward approach to several 3-monothiosubstituted furans which are receiving increasing interest as odour and flavour chemicals.

Preparation of 3-Bromo-2-methylfuran and 4-Bromo-2-methylfuran

4-endo-5-exo-Dibromo-3-methyl-3,6-endo-oxyperhydrophthalic anhydride 3b and 4-exo-5-endo-dibromo-3-methyl-3,6-endo-oxyperhydrophthalic anhydride 3c were isolated from the bromo-adducts of 3-methyl-3,6-endo-oxy-1,2,3,6-tetrahydrophthalic anhydride 2.When 3b and 3c was heated in quinoline, only 3-bromo-2-methylfuran 4 was obtained from 3b and only 4-bromo-2-methylfuran 5 from 3c.