60432-54-4

Basic information

• Product Name: 5-(phenylsulfonyl)-5,10-dihydroindeno[1,2-b]indole
• CAS NO: 60432-54-4
• Molecular Formula: C₂₁H₁₅NO₂S
• Molecular Weight: 345.4143
• Mol File: 60432-54-4.mol

Chemical Properties

• Boiling Point: 581.6°C at 760 mmHg
• Flash Point: 305.5°C
• Density: 1.33g/cm³
• Vapor Pressure: 1.62E-13mmHg at 25°C
• Refractive Index: 1.701
• CAS DataBase Reference: 5-(phenylsulfonyl)-5,10-dihydroindeno[1,2-b]indole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(phenylsulfonyl)-5,10-dihydroindeno[1,2-b]indole(60432-54-4)
• EPA Substance Registry System: 5-(phenylsulfonyl)-5,10-dihydroindeno[1,2-b]indole(60432-54-4)

Safety Data

• Hazardous Substances Data: 60432-54-4(Hazardous Substances Data)

Upstream product

• 123094-92-8 5,10-dihydro-10-trimethylsilylindeno<1,2-b>indole 
• 3254-91-9 5,10-dihydroindeno[1,2-b]indole 
• 123094-93-9 5-benzensulfonyl-5,10-dihydro-10-trimethylsilylindeno<1,2-b>indole 

Relevant articles and documents

Action of Potassium Fluoride on 5-Benzensulfonyl-5,10-dihydro-10-trimethylsilylindole. Attempted Synthesis of Dibenzoazapentalene

Mild and neutral experimental conditions were employed in order to maximize the chance of success in the isolation of dibenzoazapentalene (3), a compound expected to exhibit antiaromatic character, from a precursor.Thus, 5-benzensulfonyl-5,10-dihydro-10-trimethylsilylindenoindole (7) was allowed to react with potassium fluoride at room temperature.The outcome of the reaction was complex, but the major product was identified as 5,5',10,10'-tetrahydro-10,10'-biindenoindolylidene (15).Apparently, the anion 8 that was generated by the action of potassium fluoride on 7, did not suffer direct elimination of the benzensulfenate anion.Instead, presumably due to the antiaromaticity of 3, the benzenesulfenate anion was eliminated only after a series of electron transfer reactions, resulting in 15.Also, unexpectedly, dibenzoazapentalene dianion (5) was silylated exclusively at the 10-carbon in preference to silylation at nitrogen.Experimental data indicated that the 10-carbon of 5 was silylated directly with chlorotrimethylsilane. - Keywords: Antiaromatic character, Dibenzoazapentalene anions, Electron transfer; Elimination; Lithiation; Silylation