35746-37-3

Basic information

• Product Name: N-methyl-N-(2-oxo-2-phenylethyl)acetamide
• Synonyms: N-methyl-N-(2-oxo-2-phenylethyl)acetamide
• CAS NO: 35746-37-3
• Molecular Weight: 191.23
• Mol File: 35746-37-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-methyl-N-(2-oxo-2-phenylethyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-N-(2-oxo-2-phenylethyl)acetamide(35746-37-3)
• EPA Substance Registry System: N-methyl-N-(2-oxo-2-phenylethyl)acetamide(35746-37-3)

Safety Data

• Hazardous Substances Data: 35746-37-3(Hazardous Substances Data)

Upstream product

• 65763-35-1 N-(2-Chlorbenzyl)-N-methyl-aminoacetophenon 
• 75-36-5 acetyl chloride 
• 102436-67-9 2-acetophenone 
• 33350-26-4 2-(N-benzyl-N-methylamino)acetophenone 
• 128942-55-2 N-(4-hydroxy-3-methoxybenzyl)-N-methylaminoacetophenone 
• 70-11-1 α-bromoacetophenone 
• 35534-19-1 2-(methylamino)-1-phenylethan-1-one 
• 108-24-7 acetic anhydride 
• 71-43-2 benzene 
• 76467-34-0 hydrobromide salts of N-methylphenacylamine 
• 6343-27-7 1-benzoylpyrrolidine-2,5-dione 
• 127-19-5 N,N-dimethyl acetamide 
• 98-88-4 benzoyl chloride 

Downstream Products

• 57052-65-0 2,2,2-trifluoro-N-methyl-N-(2-oxo-2-phenylethyl)acetamide 

Relevant articles and documents

Synergistic Activation of Amides and Hydrocarbons for Direct C(sp3)–H Acylation Enabled by Metallaphotoredox Catalysis

The utilizations of omnipresent, thermodynamically stable amides and aliphatic C(sp3)?H bonds for various functionalizations are ongoing challenges in catalysis. In particular, the direct coupling between the two functional groups has not been realized. Here, we report the synergistic activation of the two challenging bonds, the amide C?N and unactivated aliphatic C(sp3)?H, via metallaphotoredox catalysis to directly acylate aliphatic C?H bonds utilizing amides as stable and readily accessible acyl surrogates. N-acylsuccinimides served as efficient acyl reagents for the streamlined synthesis of synthetically useful ketones from simple C(sp3)?H substrates. Detailed mechanistic investigations using both computational and experimental mechanistic studies were performed to construct a detailed and complete catalytic cycle. The origin of the superior reactivity of the N-acylsuccinimides over other more reactive acyl sources such as acyl chlorides was found to be an uncommon reaction pathway which commences with C?H activation prior to oxidative addition of the acyl substrate.

Superelectrophilic chemistry of amino-nitriles and related substrates

The superacid-promoted Houben/Hoesch reactions of amino-nitriles and related compounds have been studied. The nitriles form dicationic electrophiles and react with benzene in fair to good yields (12-95%). The intermediate iminium ions may also be reduced to the benzylic amines by NaBH4 or H 2.

Reactivity of benzylic acylammonium chlorides. A novel method for the synthesis of N-phenacylamides

Tertiary amines 1 reacted with acid chlorides 2 to give corresponding benzyl chlorides and N-phenacylamides 4. Counterion in species 3 attacked preferentially the benzylic methylene. Effect of substituents in the benzyl group on the reactivity of acylammo