107623-76-7

Basic information

• Product Name: 3-(2-nitrophenyl)-2H-chromen-2-one
• CAS NO: 107623-76-7
• Molecular Weight: 267.241
• Mol File: 107623-76-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-(2-nitrophenyl)-2H-chromen-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-nitrophenyl)-2H-chromen-2-one(107623-76-7)
• EPA Substance Registry System: 3-(2-nitrophenyl)-2H-chromen-2-one(107623-76-7)

Safety Data

• Hazardous Substances Data: 107623-76-7(Hazardous Substances Data)

Upstream product

• 3740-52-1 2-(2-nitrophenyl)acetic acid 
• 90-02-8 salicylaldehyde 
• 91-64-5 coumarin 
• 531-81-7 2-oxo-2H-chromene-3-carboxylic acid 
• 5570-19-4 2-nitrophenylboronic acid 
• 577-19-5 2-nitrophenyl bromide 
• 110-89-4 piperidine 
• 31912-02-4 ethyl 2-nitrophenylacetate 

Relevant articles and documents

Bulky Selenium Ligand Stabilized Trans-Palladium Dichloride Complexes as Catalyst for Silver-Free Decarboxylative Coupling of Coumarin-3-Carboxylic Acids

This report describes the syntheses of three new trans-palladium dichloride complexes of bulky selenium ligands. These complexes possess a Cl?Pd?Cl rotor spoke attached to a Se?Pd?Se axle. The new ligands and palladium complexes (C1?C3) were characterized with the help of NMR, HRMS, UV-Vis., IR, and elemental analysis. The single-crystal structure of metal complex C2 confirmed a square planar geometry of complex with trans-orientation. The X-ray structure revealed intramolecular secondary interactions (SeCH—Cl) between chlorine of PdCl2 and CH2 proton of selenium ligand. Variable-temperature NMR data shows coalescence of diastereotopic protons, which indicates pyramidal inversion of selenium atom at elevated temperature. The relaxed potential energy scan of C2 suggests a rotational barrier of ～12.5 kcal/mol for rotation of chlorine atom through Cl?Pd?Cl rotor. The complex C3 possesses dual intramolecular secondary interactions (OCH2—Cl and SeCH2—Cl) with stator ligand. Molecular rotor C2 was found to be a most efficient catalyst for the decarboxylative Heck-coupling under mild reaction conditions. The protocol is applicable to a broad range of substrates with large functional group tolerance and low catalyst loading (2.5 mol %). The mechanism of decarboxylative Heck-coupling reaction was investigated through experimental and computational studies. Importantly the reaction works under silver-free conditions which reduces the cost of overall protocol. Further, the catalyst also worked for decarboxylative arylation and decarboxylative Suzuki-Miyaura coupling reactions with good yields of the coupled products.