40679-84-3

Basic information

• Product Name: 1H-Isoindole-1,3(2H)-dione, 2-(1-propenyl)-, (Z)-
• CAS NO: 40679-84-3
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• Mol File: 40679-84-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Isoindole-1,3(2H)-dione, 2-(1-propenyl)-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Isoindole-1,3(2H)-dione, 2-(1-propenyl)-, (Z)-(40679-84-3)
• EPA Substance Registry System: 1H-Isoindole-1,3(2H)-dione, 2-(1-propenyl)-, (Z)-(40679-84-3)

Safety Data

• Hazardous Substances Data: 40679-84-3(Hazardous Substances Data)

Upstream product

• 29588-90-7 (2S,3R)-3-hydroxy-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)butyric acid 
• 136918-14-4 phthalimide 

Relevant articles and documents

Palladium-catalyzed allylic C-H amination of alkenes with N-fluorodibenzenesulfonimide: Water plays an important role

A new palladium-catalyzed highly regioselective allylic C-H amination of alkenes with NFSI in the presence of a catalytic amount of water was developed and successfully expanded to Selectfluor-mediated palladium-catalyzed aminations of alkenes with N-tosy

Photochemistry of N-phthaloyl derivatives of electron-donor-substituted amino acids

The hydroxy substituted amino acids threonine and serine have been investigated concerning their photochemical behaviour when activated as N-phthaloyl substrates. The methyl esters 1a and 2a solely underwent cleavage of the central C-C single bond to give the glycine derivative 3 and an aldehyde fragment. C-unprotected threonine derivative 1b is converted into a series of products the composition of which depends on solvent polarity and on the electronic state. Three reaction modes were detected for the N-phthaloyl derivatives of the aryl substituted amino acids phenylalanine, tyrosine, and dihydroxyphenylalanine (DOPA): (A) decarboxylation (only for 12a), (B) β-fragmentation, and (C) ring enlargement reaction. Processes B and C are initiated by photo electron transfer (PET), as the solvent dependence revealed. The DOPA derivatives 14a and 14b are the most prominent examples due to their exclusive PET reactivity leading to type C products (18a,b) with high diastereoselectivity (90:10). PET results from the first excited singlet states of 12 and 13, whereas for compounds 14 the corresponding triplet states are involved. The correlation between photochemical reactivity and the fluorescence decay data for compounds 12a,b and 15 is discussed.