42104-70-1

Basic information

• Product Name: N,N-Tetramethyleneacrylamide
• Synonyms: 1-(1-Pyrrolidinyl)-2-propene-1-one;1-Acryloylpyrrolidine;1-Pyrrolizino-2-propene-1-one;N,N-Tetramethyleneacrylamide;1-(1-pyrrolidinyl)-2-Propen-1-one
• CAS NO: 42104-70-1
• Molecular Formula: C₇H₁₁NO
• Molecular Weight: 125.17
• Mol File: 42104-70-1.mol
• Article Data: 22

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N-Tetramethyleneacrylamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Tetramethyleneacrylamide(42104-70-1)
• EPA Substance Registry System: N,N-Tetramethyleneacrylamide(42104-70-1)

Safety Data

• Hazardous Substances Data: 42104-70-1(Hazardous Substances Data)

Upstream product

• 123-75-1 pyrrolidine 
• 814-68-6 acryloyl chloride 
• 625-36-5 2-chloropropionyl chloride 
• 74-86-2 acetylene 
• 79-10-7 acrylic acid 
• 4553-05-3 1-pyrrolidin-1-yl-propan-1-one 
• 92-84-2 10H-phenothiazine 

Relevant articles and documents

Potassium Base-Catalyzed Michael Additions of Allylic Alcohols to α,β-Unsaturated Amides: Scope and Mechanistic Insights

We report herein the first KHMDS-catalyzed Michael additions of allylic alcohols to α,β-unsaturated amides through allylic isomerization. The reaction proceeds smoothly in the presence of only 5 mol% of KHMDS to afford a variety of 1,5-ketoamides in high yields. Mechanistic investigations, including experimental and computational studies, reveal that the KHMDS-catalyzed in-situ generation of the enolate from the allylic alcohol through a tunneling-assisted 1,2-hydride shift is the key to the success of this transformation. (Figure presented.).

Radical α,β-Dehydrogenation of Saturated Amides via α-Oxidation with TEMPO under Transition Metal-Free Conditions

A transition metal-free radical process for the selective α,β-dehydrogenation of saturated amides under mild conditions is developed. Utilizing radical activation strategy, the challenging issue associated with the low α-acidity of amides is resolved. For the first time, α,β-unsaturated Weinreb amides and acrylamides could be efficiently prepared directly from corresponding saturated amides. Mechanistic studies confirm the radical nature of this transformation. Two gram scale α,β-dehydrogenation have also been performed to demonstrate the utility of this method.

COMPOSITONS AND METHODS FOR MODULATING UBA5

Disclosed herein, inter alia, are compositions and methods useful for inhibiting ubiquitin-like modifier activating enzyme 5.