69227-69-6

Basic information

• Product Name: 2,5-DINITROBENZOFURAN
• Synonyms: 2,5-DINITROBENZOFURAN;2,5-dinitro-1-benzofuran
• CAS NO: 69227-69-6
• Molecular Formula: C₈H₄N₂O₅
• Molecular Weight: 208.129
• Mol File: 69227-69-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 374.4°C at 760 mmHg
• Flash Point: 180.2°C
• Appearance: /
• Density: 1.6g/cm³
• Vapor Pressure: 1.81E-05mmHg at 25°C
• Refractive Index: 1.686
• CAS DataBase Reference: 2,5-DINITROBENZOFURAN(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DINITROBENZOFURAN(69227-69-6)
• EPA Substance Registry System: 2,5-DINITROBENZOFURAN(69227-69-6)

Safety Data

• Hazardous Substances Data: 69227-69-6(Hazardous Substances Data)

Usage

General Description

2,5-dinitrobenzofuran is a chemical compound with the molecular formula C8H5N3O5. It is a yellowish-brown solid with a faint odor and is mainly used in the synthesis of pharmaceuticals, dyes, and other organic compounds. It is classified as a nitroaromatic compound and is known for its explosive properties, making it potentially hazardous to handle. It is also considered to be toxic and may cause irritation to the skin, eyes, and respiratory system upon exposure. Due to its potential hazards, proper safety measures and handling procedures should be followed when working with 2,5-dinitrobenzofuran.

InChI:InChI=1/C8H4N2O5/c11-9(12)6-1-2-7-5(3-6)4-8(15-7)10(13)14/h1-4H

Upstream product

• 69957-38-6 2-(2-Nitroaethyl)-4-nitrophenol 
• 14268-23-6 potassium trinitromethanide 
• 97-51-8 5-Nitrosalicylaldehyde 
• 104412-87-5 (2S,3S)-2,5-Dinitro-2,3-dihydro-benzofuran-3-ol 
• 496-41-3 Benzofuran-2-carboxylic acid 
• 1646-26-0 1-(benzo[b]furan-2-yl)ethanone 

Relevant articles and documents

Asymmetric dearomatization of 2-nitrobenzofurans by organocatalyzed one-step Michael addition to access 3,3′-disubstituted oxindoles

An efficient enantioselective dearomatization of 2-nitrobenzofurans was realized via an organocatalyzed one-step Michael addition process. This method provides a facile strategy to access a range of structurally diverse 3,3′-disubstituted oxindoles, which feature an intriguing combination of two privileged motifs including 3-pyrrolyl-substituted-oxindoles and 2,3-dihydrobenzofurans substructures, in excellent results.

Enantioselective dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita-Baylis-Hillman carbonates

The phosphine-catalyzed asymmetric dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita-Baylis-Hillman (MBH) carbonates or allenoate was developed. The reaction with MBH carbonates resulted in a series of cyclopentabenzofurans containing three contiguous stereocenters with good to high yields, diastereoselectivities and enantioselectivities. The use of allenoate also gave the target product with moderate enantioselectivity.

Potassium trinitromethanide as a 1,1-ambiphilic synthon equivalent: Access to 2-nitroarenofurans

The first example of the use of potassium trinitromethanide as a 1,1-ambiphilic synthon equivalent for the construction of a benzofuran moiety mediated by triethylamine has been developed. The method tolerates a variety of functional groups on the starting quaternary ammonium salt and has been successfully extended to polysubstituted benzofurans. Formation of an o-quinone methide intermediate is postulated as a key to the mechanism of this cascade process.