107955-92-0

Basic information

• Product Name: N-hydroxy-2-methyl-2-phenylpropanamide
• Synonyms: N-hydroxy-2-methyl-2-phenylpropanamide
• CAS NO: 107955-92-0
• Molecular Weight: 179.219
• Mol File: 107955-92-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-hydroxy-2-methyl-2-phenylpropanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-hydroxy-2-methyl-2-phenylpropanamide(107955-92-0)
• EPA Substance Registry System: N-hydroxy-2-methyl-2-phenylpropanamide(107955-92-0)

Safety Data

• Hazardous Substances Data: 107955-92-0(Hazardous Substances Data)

Upstream product

• 36293-05-7 2-methyl-2-phenylpropanoyl chloride 
• 826-55-1 2-methyl-2-phenylpropionic acid 

Downstream Products

• 4747-74-4 α,α-dimethylbenzyl isocyanate 
• 1575701-67-5 N-[2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-phenylpropyl]-4-methylbenzenesulfonamide 
• 127534-66-1 3-(2-phenylpropan-2-yl)-5,6-dihydro-1,4,2-dioxazine 
• 585-32-0 2-phenyl-2-propylamine 

Relevant articles and documents

P(III)-Assisted Electrochemical Access to Ureas via in situ Generation of Isocyanates from Hydroxamic Acids

An external oxidant-free protocol for the generation of isocyanates from hydroxamic acids assisted by trivalent phosphine under mild electrochemical conditions was reported. The process started with the anodic oxidation of hydroxamic acids, followed by reacting with phosphine to form corresponding alkoxyphosphoniums and subsequent rearrangement with the release of tri-substituted phosphine oxide as the driving force to give isocyanates, which were trapped by N-based nucleophiles to produce various ureas. This method provides a broadly applicable procedure to access isocyanate intermediates under mild electrochemical conditions.

Carbonyldiimidazole-mediated lossen rearrangement

[Chemical Equation Presented] Carbonyldiimidazole (CDI) was found to mediate the Lossen rearrangement of various hydroxamic acids to isocyanates. This process is experimentally simple and mild, with imidazole and CO 2 being the sole stoichiometric byproduct. Significant for large-scale application, the method avoids the use of hazardous reagents and thus represents a green alternative to standard processing conditions for the Curtius and Hofmann rearrangements.