56540-70-6

Basic information

• Product Name: 1-BENZOFURAN-5-CARBONYL CHLORIDE
• Synonyms: 1-BENZOFURAN-5-CARBONYL CHLORIDE;5-Benzofurancarbonyl chloride (9CI)
• CAS NO: 56540-70-6
• Molecular Formula: C₉H₅ClO₂
• Molecular Weight: 180.59
• Product Categories: ACIDHALIDE;Furan&Benzofuran
• Mol File: 56540-70-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 67-68°C
• Boiling Point: 260.8 °C at 760 mmHg
• Flash Point: 111.6 °C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 0.0119mmHg at 25°C
• Refractive Index: 1.62
• CAS DataBase Reference: 1-BENZOFURAN-5-CARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZOFURAN-5-CARBONYL CHLORIDE(56540-70-6)
• EPA Substance Registry System: 1-BENZOFURAN-5-CARBONYL CHLORIDE(56540-70-6)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-36
• Safety Statements: 26-36/37/39-45
• RIDADR: 3265
• Hazardous Substances Data: 56540-70-6(Hazardous Substances Data)

Usage

General Description

1-Benzofuran-5-carbonyl chloride, also known as 5-Chloro-2-benzofurancarbonyl chloride, is a chemical compound with the molecular formula C9H5ClO2. It is a chlorinated derivative of benzofuran-5-carbonyl chloride and is commonly utilized in the synthesis of pharmaceuticals and other organic compounds. 1-Benzofuran-5-carbonyl chloride is known for its reactivity towards nucleophiles and has been employed in various chemical reactions, particularly in the production of heterocyclic compounds. Its structure and properties make it a useful building block for the creation of complex organic molecules.

InChI:InChI=1/C9H5ClO2/c10-9(11)7-1-2-8-6(5-7)3-4-12-8/h1-5H

Upstream product

• 90721-27-0 benzofuran-5-carboxylic acid 
• 53596-60-4 methyl 3-allyl-4-hydroxybenzoate 
• 108763-47-9 5-(methoxycarbonyl)benzo[b]furan 
• 23145-07-5 5-bromobenzofuran 
• 141-75-3 butyryl chloride 

Downstream Products

• 108763-47-9 5-(methoxycarbonyl)benzo[b]furan 

Relevant articles and documents

Ni-Catalyzed Direct Carboxylation of Aryl C?H Bonds in Benzamides with CO2

The direct carboxylation of inert aryl C?H bond catalyzed by abundant and cheap nickel is still facing challenge. Herein, we report the Ni-catalyzed direct carboxylation of aryl C?H bonds in benzamides under 1 atm of CO2 to afford various methyl carboxylates or phthalimides, dealing with different post-processing. The reaction displays excellent functional group tolerance and affords moderate to high carboxylation yields under mild conditions. Detail mechanistic studies suggest that a Ni(0)?Ni(II)?Ni(I) catalytic cycle may be involved in this reaction. (Figure presented.).

Rational Development of Novel Activity Probes for the Analysis of Human Cytochromes P450

The identification and quantification of functional cytochromes P450 (CYPs) in biological samples is proving important for robust analyses of drug efficacy and metabolic disposition. In this study, a novel CYP activity-based probe was rationally designed and synthesised, demonstrating selective binding of CYP isoforms. The dependence of probe binding upon the presence of NADPH permits the selective detection of functionally active CYP. This allows the detection and analysis of these enzymes using biochemical and proteomic methodologies and approaches.

Nickel-Catalyzed Boron Insertion into the C2-O Bond of Benzofurans

Treatment of benzofurans with bis(pinacolato)diboron and Cs2CO3 under nickel-NHC catalysis resulted in the insertion of a boron atom into the C2-O bond of benzofurans to afford the corresponding oxaborins. The scope of benzofuran substrates is wide, and the reactions proceeded without loss of functional groups such as fluoro, methoxy, and ester that are potentially reactive under nickel catalysis. The boron-inserted products proved to be useful building blocks and subsequently underwent a series of transformations, one of which led to the synthesis of fluorescent π-expanded oxaborins.