1365260-92-9

Basic information

• Product Name: 4-chloro-3-methyl-4-(p-tolylsulfinyl)butanenitrile
• CAS NO: 1365260-92-9
• Molecular Weight: 255.768
• Mol File: 1365260-92-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-chloro-3-methyl-4-(p-tolylsulfinyl)butanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-3-methyl-4-(p-tolylsulfinyl)butanenitrile(1365260-92-9)
• EPA Substance Registry System: 4-chloro-3-methyl-4-(p-tolylsulfinyl)butanenitrile(1365260-92-9)

Safety Data

• Hazardous Substances Data: 1365260-92-9(Hazardous Substances Data)

Upstream product

• 99749-00-5 lithioacetonitrile 

Relevant articles and documents

New synthesis of multisubstituted cyanocyclopropanes by the intramolecular SN2 alkylation and 1,3-CC insertion reaction of magnesium carbenoids as the key reactions

Addition reaction of 1-chlorovinyl p-tolyl sulfoxides derived from ketones and aldehydes with lithium α-cyano carbanions gave nitrile adducts in high to quantitative yields. Treatment of the nitrile adducts derived from acetonitrile with excess i-PrMgCl in THF resulted in the formation of cyanocyclopropanes via the intramolecular SN2 alkylation of the generated magnesium carbenoids. The intermediate of this reaction was proved to be a cyclopropylmagnesium chloride and was reactive with electrophiles to give multisubstituted cyanocyclopropanes. On the other hand, the reaction of the nitrile adducts derived from arylacetonitriles with i-PrMgCl resulted in the formation of 2-arylcyanocyclopropanes by the 1,3-carbon-carbon (1,3-CC) insertion reaction of the generated magnesium carbenoid intermediates. This reaction was found to proceed in a highly stereospecific manner. The key reactions, intramolecular SN2 alkylation and 1,3-CC insertion reaction of the magnesium carbenoids, are the first examples for the reaction of the magnesium carbenoids bearing a nitrile functional group.