64150-61-4

Basic information

• Product Name: 2,3-Dibromobenzofuran
• Synonyms: 2,3-Dibromobenzofuran
• CAS NO: 64150-61-4
• Molecular Formula: C₈H₄Br₂O
• Molecular Weight: 275.92476
• Mol File: 64150-61-4.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 297.6±20.0 °C(Predicted)
• Appearance: /
• Density: 1.989±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2,3-Dibromobenzofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dibromobenzofuran(64150-61-4)
• EPA Substance Registry System: 2,3-Dibromobenzofuran(64150-61-4)

Safety Data

• Hazardous Substances Data: 64150-61-4(Hazardous Substances Data)

Usage

General Description

2,3-Dibromobenzofuran is a chemical compound with the molecular formula C8H5Br2O. It is a derivative of benzofuran, a heterocyclic compound with a furan ring fused to a benzene ring. The presence of two bromine atoms at positions 2 and 3 on the benzofuran ring gives 2,3-Dibromobenzofuran its defining properties. 2,3-Dibromobenzofuran is used in organic synthesis and pharmaceutical research due to its ability to react with other molecules and form various types of chemical bonds. It is also being studied for its potential biological and pharmacological activities. However, it is important to handle 2,3-Dibromobenzofuran with caution as it poses certain health and environmental risks due to its toxic and potentially hazardous properties.

Upstream product

• 271-89-6 1-benzofurane 
• 496-41-3 Benzofuran-2-carboxylic acid 
• 54008-77-4 2-bromo-1-benzofuran 

Downstream Products

• 344350-75-0 3-bromo-2-(4-methoxyphenyl)benzo[b]furan 
• 38281-53-7 3-bromo-1-benzofuran-2-carboxylic acid 
• 132-64-9 dibenzofuran 
• 1173273-35-2 C₂₆H₂₀O 
• 1409955-77-6 11-benzyl-2-methylbenzofuro[3,2-b]quinoline 
• 1409955-85-6 11-benzyl-2-fluorobenzofuro[3,2-b]quinoline 
• 1409955-86-7 11-(4-methoxybenzyl)-3-(trifluoromethyl)benzofuro[3,2-b]quinoline 
• 1409955-87-8 3-methoxy-11-(4-methylbenzyl)benzofuro[3,2-b]quinoline 
• 1409955-88-9 2-methoxy-11-(4-methylbenzyl)benzofuro[3,2-b]quinoline 
• 1409955-89-0 2-ethoxy-11-(4-methylbenzyl)benzofuro[3,2-b]quinoline 
• 1409955-91-4 2-isopropyl-11-(4-methylbenzyl)benzofuro[3,2-b]quinoline 
• 1409955-92-5 2,4-dimethyl-11-(4-methylbenzyl)benzofuro[3,2-b]quinoline 
• 1409955-93-6 2-methoxy-11-(4-methoxybenzyl)benzofuro[3,2-b]quinoline 
• 1409955-95-8 4-methoxy-11-(4-methoxybenzyl)benzofuro[3,2-b]quinoline 

Relevant articles and documents

Aromatic and Antiaromatic Pathways in Triphyrin(2.1.1) Annelated with Benzo[b]heterocycles

Understanding of the aromatic properties and magnetically induced current densities of highly conjugated chromophores is important when designing molecules with strongly delocalized electronic structure. Linear extension of the triphyrin(2.1.1) skeleton with an annelated benzo[b]heterocycle fragment modifies the aromatic character by extending the electron delocalization pathway. Two-electron reduction leads to an antiaromatic triphyrin(2.1.1) ring and an aromatic benzo[b]heterocycle subunit. Current-density calculations provide detailed information about the observed pathways and their strengths.

Rapid regio- and multi-coupling reactivity of 2,3-dibromobenzofurans with atom-economic triarylbismuths under palladium catalysis

A regio- and chemoselective cross-coupling study using 2,3-dibromobenzofurans and 2,3,5-tribromobenzofuran was achieved with sub-stoichiometric loadings of triarylbismuths as atom-economic reagents under Pd-catalyzed conditions. As part of this study, various 2,3-diaryl- and 2,3,5-triarylbenzofuran products were obtained in high yields, involving one-pot operations and short reaction times.

Pyrrole versus quinoline formation in the palladium catalyzed reaction of 2-alkynyl-3-bromothiophenes and 2-alkynyl-3-bromofurans with anilines. A combined experimental and computational study

Benzofuroquinolines were prepared by a new type of Pd catalyzed annulation reaction. In the first step, 2-alkynyl-3-bromobenzofurans were prepared by Sonogashira reactions of 2,3-dibromobenzofuran. Their Pd catalyzed reaction with electron-rich anilines afforded benzofuroquinolines by a domino C-N coupling/annulation process. This reaction proceeds as a C,N-cyclization via the nitrogen atom and the ortho-carbon of the aniline. Similarly, furoquinolines were prepared from 2,3-dibromofuran. In contrast, benzofuropyrroles and furopyrroles were formed by N,N-cyclization when electron-poor anilines were used. Earlier, we reported results related to the thiophene and benzothiophene series. Quinolines were formed from 2,3-dibromobenzothiophene when electron rich anilines were used. In contrast, pyrroles were obtained in the case of electron-poor anilines. On the other hand, pyrroles were generally obtained, not depending on the type of aniline, when 2,3-dibromothiophene was employed as the starting material. In the present article, a detailed DFT study related to the mechanism (quinoline versus pyrrole formation) is reported which provides a rationalization of the selectivities observed for the furan, benzofuran, thiophene and benzothiophene series and for the different selectivities observed for electron-rich and -poor anilines.