58585-84-5

Basic information

• Product Name: 1H-Isoindole-1,3(2H)-dione, 2-(benzoyloxy)-
• CAS NO: 58585-84-5
• Molecular Formula: C15H9NO4
• Molecular Weight: 267.241
• Mol File: 58585-84-5.mol
• Article Data: 27

Chemical Properties

• CAS DataBase Reference: 1H-Isoindole-1,3(2H)-dione, 2-(benzoyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Isoindole-1,3(2H)-dione, 2-(benzoyloxy)-(58585-84-5)
• EPA Substance Registry System: 1H-Isoindole-1,3(2H)-dione, 2-(benzoyloxy)-(58585-84-5)

Safety Data

• Hazardous Substances Data: 58585-84-5(Hazardous Substances Data)

Upstream product

• 524-38-9 N-hydroxyphthalimide 
• 65-85-0 benzoic acid 
• 15263-19-1 N-chlorocarbonyloxy-phthalimide 
• 94-36-0 dibenzoyl peroxide 
• 98-88-4 benzoyl chloride 
• 93-97-0 benzoic acid anhydride 
• 3459-80-1 t-butoxymethylbenzene 
• 100-51-6 benzyl alcohol 
• 100-52-7 benzaldehyde 
• 123-91-1 1,4-dioxane 
• 78816-91-8 bis(1,3-dioxoisoindolin-2-yl)carbonate 

Downstream Products

• 1485-70-7 N-benzylbenzamide 
• 119-61-9 benzophenone 
• 342-24-5 o-fluorobenzophenone 
• 611-94-9 4-Methoxybenzophenone 
• 2782-40-3 N-butylbenzamide 
• 93-98-1 N-phenyl benzoyl amide 
• 3278-14-6 N-phenethylbenzamide 
• 607-55-6 α-naphthyl benzoate 
• 1871-37-0 2,4,6-trimethylphenyl benzoate 
• 403-84-9 benzoic acid-(3-fluoro-4-methyl-phenyl ester) 
• 1871-36-9 2,6-dimethylphenyl benzoate 
• 2005-08-5 4-chlorophenyl benzoate 
• 2714-93-4 4-fluorophenyl benzoate 
• 54683-91-9 o-chlorophenyl benzoate 

Relevant articles and documents

Visible Light-Driven Efficient Synthesis of Amides from Alcohols using Cu?N?TiO2 Heterogeneous Photocatalyst

Amides were synthesized from alcohols and amines in high yields using an in situ generated active ester of N-hydroxyimide with our developed Cu?N?TiO2 catalyst at room temperature using oxygen as a sole oxidant under visible light. The catalyst can be easily prepared, robust, and recycled four times without a considerable change in catalytic activity. This developed protocol applies to a wide substrate scope and has good functional group tolerance. The application of this amidation reaction has been successfully demonstrated for the synthesis of moclobemide, an antidepressant drug, and an analog of the itopride drug on a gram scale.

tert-Butyl Nitrite as a Twofold Hydrogen Abstractor for Dehydrogenative Coupling of Aldehydes with N-Hydroxyimides

A synthetically practical transition metal/catalyst/halogen-free dehydrogenative coupling of aldehydes with N-hydroxyimides promoted solely by tert-butyl nitrite under mild conditions was developed. tert-Butyl nitrite generates two radicals (tBuO and NO) and thus works as a twofold hydrogen abstractor. A diverse array of N-hydroxyimide esters were prepared from either aliphatic or aromatic aldehydes. Benzoyl-substituted aldehydes such as 2-oxo-2-phenylacetaldehyde are also suitable.

N-Doped Yellow TiO2 Hollow Sphere-Mediated Visible-Light-Driven Efficient Esterification of Alcohol and N-Hydroxyimides to Active Esters

Herein we report a simple synthetic protocol for N-doped yellow TiO2 (N-TiO2) hollow spheres as an efficient visible-light-active photocatalyst using aqueous titanium peroxocarbonate complex (TPCC) solution as precursor and NH4OH. In the developed strategy, the ammonium ion of TPCC and NH4OH acts as nitrogen source and structure-directing agent. The synthesized N-TiO2 hollow spheres are capable of promoting the synthesis of active esters of N-hydroxyimide and alcohol through simultaneous selective oxidation of alcohol to aldehyde followed by cross-dehydrogenative coupling (CDC) under ambient conditions upon irradiation of visible light. It is possible to develop a novel and cost-effective one-pot strategy for the synthesis of important esters and amides on gram scale using the developed strategy. The catalytic activity of N-TiO2 hollow spheres is much superior to that of other reported N-TiO2 samples as well as TiO2 with varying morphology.