90901-69-2

Basic information

• Product Name: 2-Butanone, 3-(2-isocyanophenyl)-
• CAS NO: 90901-69-2
• Molecular Formula: C11H11NO
• Molecular Weight: 173.214
• Mol File: 90901-69-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-Butanone, 3-(2-isocyanophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butanone, 3-(2-isocyanophenyl)-(90901-69-2)
• EPA Substance Registry System: 2-Butanone, 3-(2-isocyanophenyl)-(90901-69-2)

Safety Data

• Hazardous Substances Data: 90901-69-2(Hazardous Substances Data)

Upstream product

• 69622-45-3 o-(acetylmethyl)phenyl isocyanide 
• 74-88-4 methyl iodide 
• 63212-31-7 o-lithiomethylphenyl isocyanide 

Downstream Products

• 91-55-4 2,3-dimethylindole 

Relevant articles and documents

INDOLE SYNTHESES UTILIZING o-METHYLPHENYL ISOCYANIDES.

New indole synthesis starting with o-methylphenyl isocyanides such as o-tolyl, 2,4-xylyl, and 2,6-xylyl isocyanide is described. Treatment of o-tolyl isocyanide with LDA in diglyme at minus 78 degree C generated selectively o-(lithiomethyl)phenyl isocyanide in an almost quantitative yield, which on warming up to room temperature was cyclized to indole after aqueous workup. Similarly, 2,4-xylyl and 2,6-xylyl and 2,6-xylyl isocyanides were cyclized to 5-methylindole and 7-methylindole quantitatively. The o-(lithiomethyl)phenyl isocyanides reacted with electrophiles such as alkyl halides and alkylene oxides to give o-alkylphenyl isocyanides, which were cyclized via the lithiation at the orthobenzylic carbon to afford 3-substituted indoles.