30160-48-6

Basic information

• Product Name: N-allyl-2-phenylacetamide
• Synonyms: N-allyl-2-phenylacetamide
• CAS NO: 30160-48-6
• Molecular Formula: C₁₁H₁₃NO
• Molecular Weight: 175.22702
• Mol File: 30160-48-6.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-allyl-2-phenylacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-allyl-2-phenylacetamide(30160-48-6)
• EPA Substance Registry System: N-allyl-2-phenylacetamide(30160-48-6)

Safety Data

• Hazardous Substances Data: 30160-48-6(Hazardous Substances Data)

Upstream product

• 103-81-1 Benzeneacetamide 
• 106-95-6 allyl bromide 
• 536-74-3 phenylacetylene 
• 107-11-9 1-amino-2-propene 
• 1867-37-4 Benzylmalononitrile 
• 100-52-7 benzaldehyde 
• 2700-22-3 Benzylidenemalononitrile 
• 140-29-4 phenylacetonitrile 
• 107-18-6 allyl alcohol 
• 53607-34-4 (2-bromo-2-nitroethyl)benzene 
• 103-82-2 phenylacetic acid 
• 101-41-7 benzeneacetic acid methyl ester 
• 103-80-0 phenylacetyl chloride 

Downstream Products

• 5558-87-2 2-phenylpent-4-enenitrile 
• 1450916-51-4 (Z)-2-phenyl-N-(prop-1-en-1-yl)acetamide 
• 1450916-50-3 (E)-2-phenyl-N-(prop-1-en-1-yl)acetamide 
• 1797-74-6 allyl phenylacetate 
• 634603-42-2 5-bromo-1,3-bis(phenoxymethyl)-6-(1-phenylbut-3-enyl)-1H-pyrimidine-2,4-dione 
• 634603-41-1 5-bromo-6-(1-phenylbut-3-enyl)-1H-pyrimidine-2,4-dione 
• 634603-37-5 6-(1-phenylbut-3-enyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 
• 634603-38-6 6-(1-phenylbut-3-enyl)-1H-pyrimidine-2,4-dione 
• 634603-35-3 ethyl 3-oxo-4-phenylhept-6-enoate 

Relevant articles and documents

Ruthenium-Catalyzed Oxidative Amidation of Alkynes to Amides

Complex CpRuCl(PPh3)2 catalyzes reactions of terminal alkynes with 4-picoline N-oxide and primary and secondary amines to afford the corresponding amides. The reactions occur in chlorinated solvent and aqueous medium, showing applications in peptide chemistry. Stoichiometric studies reveal that the true catalysts of the processes are the vinylidene cations [CpRu(=C=CHR)(PPh3)2]+ which are oxidized to the Ru(η2-CO)-ketenes by the N-oxide. Finally, nucleophilic additions of primary and secondary amines to the free ketenes yield the corresponding amides.

Sterically Demanding Oxidative Amidation of α-Substituted Malononitriles with Amines Using O2

An efficient amidation method between readily available 1,1-dicyanoalkanes and either chiral or nonchiral amines was realized simply with molecular oxygen and a carbonate base. This oxidative protocol can be applied to both sterically and electronically challenging substrates in a highly chemoselective, practical, and rapid manner. The use of cyclopropyl and thioether substrates support the radical formation of α-peroxy malononitrile species, which can cyclize to dioxiranes that can monooxygenate malononitrile α-carbanions to afford activated acyl cyanides capable of reacting with amine nucleophiles.

Umpolung Amide Synthesis using substoichiometric N-iodosuccinimide (NIS) and oxygen AS a terminal oxidant

Umpolung Amide Synthesis (UmAS) provides direct access to amides from an α-bromo nitroalkane and an amine. Based on its mechanistic bifurcation after convergent C-N bond formation, depending on the absence or presence of oxygen, UmAS using substoichiometric N-iodosuccinimide (NIS) under aerobic conditions has been developed. In combination with the enantioselective preparation of α-bromo nitroalkane donors, this protocol realizes the goal of enantioselective α-amino amide and peptide synthesis based solely on catalytic methods.