1207163-57-2

Basic information

• Product Name: O-2,5-difluorophenyl N,N-diethylcarbamate
• Synonyms: O-2,5-difluorophenyl N,N-diethylcarbamate
• CAS NO: 1207163-57-2
• Molecular Weight: 229.227
• Mol File: 1207163-57-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: O-2,5-difluorophenyl N,N-diethylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: O-2,5-difluorophenyl N,N-diethylcarbamate(1207163-57-2)
• EPA Substance Registry System: O-2,5-difluorophenyl N,N-diethylcarbamate(1207163-57-2)

Safety Data

• Hazardous Substances Data: 1207163-57-2(Hazardous Substances Data)

Upstream product

• 2713-31-7 2,5-difluorophenol 
• 88-10-8 N,N-diethylcarbamyl chloride 

Downstream Products

• 1207163-88-9 2-acetyl-3,6-difluorophenyl diethylcarbamate 

Relevant articles and documents

ortho-Lithiation Reactions of O-(3,n-Dihalophenyl) N,N-Diethylcarbamates: Synthesis of Dihalosalicylamides and 2,3,n-Trihalophenol Derivatives

New dihalosalicylamides and trihalophenol derivatives have been synthesized from easily available O-(3,n-dihalophenyl) N,N-diethylcarbamates by using a directed ortho-metalation (DoM) strategy. The o-lithiation reactions with sBuLi take place regioselectively at the doubly activated C-2 position, which demonstrates the ability of O-carbamates as directed metalating groups. In addition, highly functionalized arylnitriles were accessed from organolithium intermediates by using a tandem transnitrilation/SNAr reaction sequence.

1,5-O → N Carbamoyl Snieckus-Fries-Type Rearrangement

The reaction of o-lithiated O-aryl N,N-diethylcarbamates with (hetero)aromatic nitriles gives rise to functionalized salicylidene urea derivatives in high yields through a new 1,5-O → N carbamoyl migration. This Snieckus-Fries-type rearrangement nicely complements previously known O → C and O → O related shifts. In addition, when dimethylmalononitrile is used as the electrophilic partner, the carbamoyl shift is preferred over the expected transnitrilation reaction.