110195-13-6

Basic information

• Product Name: 1H-Naphth[2,3-f]isoindole-1,3(2H)-dione, 3a,4,11,11a-tetrahydro-2-phenyl-
• CAS NO: 110195-13-6
• Molecular Formula: C22H17NO2
• Molecular Weight: 327.382
• Mol File: 110195-13-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1H-Naphth[2,3-f]isoindole-1,3(2H)-dione, 3a,4,11,11a-tetrahydro-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Naphth[2,3-f]isoindole-1,3(2H)-dione, 3a,4,11,11a-tetrahydro-2-phenyl-(110195-13-6)
• EPA Substance Registry System: 1H-Naphth[2,3-f]isoindole-1,3(2H)-dione, 3a,4,11,11a-tetrahydro-2-phenyl-(110195-13-6)

Safety Data

• Hazardous Substances Data: 110195-13-6(Hazardous Substances Data)

Upstream product

• 643-79-8 o-phthalic dicarboxaldehyde 
• 141068-38-4 1-[2-(1-hydroxy-prop-2-ynyl)-phenyl]-prop-2-yn-1-ol 
• 31554-15-1 2,3-bis(hydroxymethyl)naphthalene 
• 13728-34-2 dimethyl 2,3-naphthalenedicarboxylate 
• 38998-33-3 2,3-di(bromomethyl)naphthalene 
• 941-69-5 N-phenyl-maleimide 
• 297732-02-6 3,4-dihydro-1H-3λ⁴-naphtho[2,3-d][1,2]oxathiin-3-one 
• 141068-39-5 1,1’-(1,2-phenylene)-bis(prop-2-yne-1,1-diyl) diacetate 

Relevant articles and documents

The synthesis of naphthosultine and benzodisultines and their pyrolysis with dienophiles: Studies on o-naphthoquinodimethane and bis-o-quinodimethane

Sealed tube reactions of the naphthosultine 8 with a series of electron-deficient dienophiles (fumaronitrile, N-phenylmaleimide, dimethyl fumarate, and dimethyl acetylenedicarboxylate) in toluene at 180 °C gave corresponding 1:1 cycloadducts 11-14 in various amounts along with rearranged naphthosulfolene 7 in 67-95% yields. The reaction of 1,2,4,5-tetra(bromomethyl) benzene with Rongalite (sodium formaldehyde sulfoxylate) and tetrabuty lammonium bromide in DMF gave benzodisultines 17 and 18 in a combined yield of 56%. Sealed tube reactions of benzodisultines 17 and 18 with a series of dienophiles in xylene at 200 °C gave corresponding 1:1 and 1:2 cycloadducts 20-27. The results suggested that thermal extrusion of sulfur dioxide from these sultines led to either o-naphthoquinodimethane 6 (from 8) or bis-o-quinodimethane 19 (from 17 and 18); subsequent trapping of these reactive intermediates by dienophiles and SO2 gave various 1:1 and 1:2 Diels-Alder adducts in modest to excellent yields.