138235-90-2

Basic information

• Product Name: (3aS,4S,9aS)-1,3-Dioxo-2-phenyl-2,3,3a,4,9,9a-hexahydro-1H-benzo[f]isoindole-4-carboxylic acid
• CAS NO: 138235-90-2
• Molecular Weight: 321.332
• Mol File: 138235-90-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3aS,4S,9aS)-1,3-Dioxo-2-phenyl-2,3,3a,4,9,9a-hexahydro-1H-benzo[f]isoindole-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (3aS,4S,9aS)-1,3-Dioxo-2-phenyl-2,3,3a,4,9,9a-hexahydro-1H-benzo[f]isoindole-4-carboxylic acid(138235-90-2)
• EPA Substance Registry System: (3aS,4S,9aS)-1,3-Dioxo-2-phenyl-2,3,3a,4,9,9a-hexahydro-1H-benzo[f]isoindole-4-carboxylic acid(138235-90-2)

Safety Data

• Hazardous Substances Data: 138235-90-2(Hazardous Substances Data)

Upstream product

• 941-69-5 N-phenyl-maleimide 
• 163222-89-7 1,2-dihydrocyclobutabenzene-1-carboxylic acid 

Relevant articles and documents

Torquoselectivity in the electrocyclic conversion of benzocyclobutenes to o-xylylenes

The conrotatory electrocyclic opening of benzocyclobutene to o-xylylene was studied by means of ab initio molecular orbital calculations. The theory developed earlier to predict the torquoselectivity of ring opening of 3-substituted cyclobutenes was found to be applicable. Experimentally, the ring opening of several 7-substituted benzocyclobutenes, such as the cyano, methoxycarbonyl, and formyl derivatives was examined. o-Xylylenes were obtained in which cyano or ester groups had rotated outwards, whereas the formyl group turned inwards. N,N-Dimethylbenzocyclobutene-7-carboxamide exhibited 75% inward torquoselectivity upon ring opening. A reversal of mode was seen with the 7-methyl derivatives of benzocyclobutene-7-carbonitrile and methyl benzocyclobutene-7-carboxylate in that the 7-methyl substituent manifested overwhelming outward motion.