54376-74-8

Basic information

• Product Name: 1H-Isoindole-1,3(2H)-dione, 2-(4-iodophenyl)-
• Synonyms: 2-(4-Iodo-phenyl)-isoindole-1,3-dione;N-(4-iodo-phenyl)-phthalimide;1H-isoindole-1,3(2H)-dione,2-(4-iodophenyl);2-(4-iodophenyl)-1H-isoindole-1,3(2H)-dione;N-(4-Jod-phenyl)-phthalimid;N-(4-Iodphenyl)-pthalimid
• CAS NO: 54376-74-8
• Molecular Formula: C14H8INO2
• Molecular Weight: 349.128
• Mol File: 54376-74-8.mol
• Article Data: 16

Chemical Properties

• Melting Point: 235 °C
• Boiling Point: 464.1±47.0 °C(Predicted)
• Density: 1.848±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1H-Isoindole-1,3(2H)-dione, 2-(4-iodophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Isoindole-1,3(2H)-dione, 2-(4-iodophenyl)-(54376-74-8)
• EPA Substance Registry System: 1H-Isoindole-1,3(2H)-dione, 2-(4-iodophenyl)-(54376-74-8)

Safety Data

• Hazardous Substances Data: 54376-74-8(Hazardous Substances Data)

Upstream product

• 83-33-0 inden-1-one 
• 540-37-4 p-aminoiodobenzene 
• 136918-14-4 phthalimide 
• 591-50-4 iodobenzene 
• 66569-04-8 N-(4-iodophenyl)-2-methylbenzamide 
• 933-88-0 ortho-toluoyl chloride 
• 524-38-9 N-hydroxyphthalimide 
• 5122-99-6 4-iodophenylboronic acid 
• 85-44-9 phthalic anhydride 

Downstream Products

• 93-98-1 N-phenyl benzoyl amide 
• 52807-29-1 N-(4-iodophenyl)benzamide 
• 909038-88-6 4-((E)-3,4,5-tripropoxystyryl)aniline 
• 5383-82-4 4-phthalimidobenzoic acid 
• 5383-83-5 4–(1,3-dioxoisoindolin-2-yl)benzoyl chloride 
• 127934-54-7 methyl 4-(1,3-dioxoisoindolin-2-yl)benzoate 

Relevant articles and documents

Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide

An efficient palladium-catalyzed chlorocarbonylation of aryl (pseudo)halides that gives access to a wide range of carboxylic acid derivatives has been developed. The use of butyryl chloride as a combined CO and Cl source eludes the need for toxic, gaseous carbon monoxide, thus facilitating the synthesis of high-value products from readily available aryl (pseudo)halides. The combination of palladium(0), Xantphos, and an amine base is essential to promote this broadly applicable catalytic reaction. Overall, this reaction provides access to a great variety of carbonyl-containing products through in situ transformation of the generated aroyl chloride. Combined experimental and computational studies support a reaction mechanism involving in situ generation of CO.

Br?nsted acid mediated intramolecular cyclopropane ring expansion/[4 + 2]-cycloaddition

A cascade reaction of 3-hydroxy-2-phenylisoindolin-1-one and cyclopropyl ketone has been developed via a Br?nsted acid-promoted ring-opening/intramolecular cross-cycloaddition/[4 + 2]-cycloaddition process. The developed methodology provides straightforward access to pentacyclic isoindolin-1-one derivatives under simple reaction conditions.

Direct Pd(II)-Catalyzed Site-Selective C5-Arylation of 2-Pyridone Using Aryl Iodides

A straightforward Pd(II)-catalyzed general strategy was developed for the C5-selective arylation of the 2-pyridone core with easily available aryl iodides. The transformation was highly regioselective and accomplished with a wide scope and functional group tolerance. Silver nitrate played a crucial role in this direct site-selective arylation. The method was extended to synthesize biologically active molecules.