139259-74-8

Basic information

• Product Name: Benzamide, N-chloro-N-(1-methylethoxy)-
• CAS NO: 139259-74-8
• Molecular Formula: C10H12ClNO2
• Molecular Weight: 213.664
• Mol File: 139259-74-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzamide, N-chloro-N-(1-methylethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, N-chloro-N-(1-methylethoxy)-(139259-74-8)
• EPA Substance Registry System: Benzamide, N-chloro-N-(1-methylethoxy)-(139259-74-8)

Safety Data

• Hazardous Substances Data: 139259-74-8(Hazardous Substances Data)

Upstream product

• 32685-16-8 potassium benzohydroxamate 
• 93-89-0 benzoic acid ethyl ester 
• 3532-27-2 N-iso-propoxy benzamide 

Downstream Products

• 939-48-0 isopropyl benzoate 
• 139259-64-6 isopropyl N-acetoxybenzohydroxamate 

Relevant articles and documents

Hindered ester formation by SN2 azidation of N-acetoxy-N-alkoxyamides and N-alkoxy-N-chloroamides-novel application of HERON rearrangements

Treatment of N-acetoxy-N-alkoxyamides or N-alkoxy-N-chloroamides with sodium azide in aqueous acetonitrile results in SN2 displacement of chloride and the formation of reactive N-alkoxy-N-azidoamides. The reaction with N-acetoxy-N-benzyloxybenzamide has been studied kinetically (k294 = 2 L mol-1 s-1) and azidation of N-formyloxy-N-methoxyformamide has been modeled computationally at the pBP/DN*//HF/6-31G* level of theory. The anomeric amides N-alkoxy-N-azidoamides decompose intermolecularly and spontaneously to esters and two equivalents of nitrogen. This extremely exothermic process facilitates the formation, in excellent yields, of highly hindered esters.