19734-09-9

Basic information

• Product Name: 1,1,3-triphenyl-1H-isoindole
• CAS NO: 19734-09-9
• Molecular Weight: 345.444
• Mol File: 19734-09-9.mol

Chemical Properties

• CAS DataBase Reference: 1,1,3-triphenyl-1H-isoindole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,3-triphenyl-1H-isoindole(19734-09-9)
• EPA Substance Registry System: 1,1,3-triphenyl-1H-isoindole(19734-09-9)

Safety Data

• Hazardous Substances Data: 19734-09-9(Hazardous Substances Data)

Upstream product

• 17599-59-6 diphenylmethyleneaminotrimethylsilane 
• 119-61-9 benzophenone 
• 1586-73-8 tris(trimethylsilyl)amine 
• 113613-42-6 Benzhydrylidene-[chloro-bis-(4-chloro-phenyl)-methyl]-amine 
• 19959-23-0 Benzhydrylidene-(chloro-diphenyl-methyl)-amine 
• 2051-90-3 Dichlorodiphenylmethane 

Relevant articles and documents

ON THE SI-N-BOND - XLV. 2-AZA-ALLENIUM CATIONS: SYNTHESIS, MOLECULAR STRUCTURE AND ELECTROPHILIC RING CLOSURE TO 1H-ISOINDOLES

A new synthesis of 2-aza-allenium salts is described starting from N-trimethylsilylimines of aromatic ketones.Molecular structures and charge distributions of the linear allenoid and the angular allylic forms of monosubstituted 2-aza-allenium cations are calculated by the semiempirical MINDO/3 method.The u.v. spectra of tetraaryl-2-aza-allenium cations have been measured and interpreted by theoretical transition energies obtained from modified PPP investigations.The theoretical heats of formation suggest the linear allenoid structure of all these cations to be favoured.Low energy differences between the linear and the angular geometrics as well as the high positive charge at the carbon atoms of the C-N-C systems may explain the electrophilic ring closure to 1-H-isoindoles found experimentally.

UEBER DIE SI-N-BINDUNG XLIV. DIE UMSETZUNG VON BENZOPHENON MIT BIS- UND TRIS(TRIMETHYLSILYL)AMIN

1,1,3-Triphenyl-1H-isoindole (I) is obtained in yields up to 66percent by reacting benzophenone with tris(trimethylsilyl)amine or with bis(trimethylsilyl)amine and chlorotrimethylsilane in the presence of catalytic amounts of a Lewis acid at 230-280 deg C in a sealed tube or with equimolar amounts of a Lewis acid at 210 deg C without using a sealed tube.At temperatures above 280 deg C the same reactions yiels mixtures of I with 1,2,3-triphenyl-2H-isoindole (II), whose fraction can reach 25percent of the isoindole mixture.Mechanistic investigations on the new isoindole synthesis indicated, that azaallenium cations are involved as intermediates.