15340-92-8

Basic information

• Product Name: Cyclopentaneacetonitrile, 2,2-dimethyl-3-methylene-
• CAS NO: 15340-92-8
• Molecular Formula: C10H15N
• Molecular Weight: 149.236
• Mol File: 15340-92-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Cyclopentaneacetonitrile, 2,2-dimethyl-3-methylene-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopentaneacetonitrile, 2,2-dimethyl-3-methylene-(15340-92-8)
• EPA Substance Registry System: Cyclopentaneacetonitrile, 2,2-dimethyl-3-methylene-(15340-92-8)

Safety Data

• Hazardous Substances Data: 15340-92-8(Hazardous Substances Data)

Upstream product

• 18674-50-5 camphor oxime 
• 106202-13-5 (1R,3aS,4R,8aR,9R)-4,8,8-Trimethyl-decahydro-1,4-methano-azulene-9-carbonitrile 

Relevant articles and documents

Camphor/Longicamphor and 7β-Formylnorlongifolane/7β-Acetylnorlongifolane Oximes: A Comparative Beckmann Rearrangement Study

Camphor oxime (3)/longicamphor oxime (4) have been shown to undergo Beckmann fragmentation on exposure to tosyl chloride in pyridine generating olefinic nitriles: 3->5+6 and 4->7+8+9; in the case of 4 this reaction provides an entry into the bicyclononane system characteristic of the secolongifolene diol fungal metabolite (10). 7β-Formylnorlongifolane oxime (14)/7β-acetylnorlongifolane oxime (15) when treated with the same Beckmann catalyst under similar conditions, afford the nitrile (16)/amide (17); on hydrolysis with base 17 gives the amine 18.Reaction of longicamphor (2) with hydroxylamine-O-sulfonic acid, however, a ffords the nitrogen-insertion product, α-longicamphidone (24) besides the fragmented nitrile (7).