2973-17-3

Basic information

• Product Name: N-Allylmaleimide
• Synonyms: N-ALLYLMALEIMIDE;1-Prop-2-enylpyrrole-2,5-dione;1-(2-Propenyl)-1H-pyrrole-2,5-dione;1-Allyl-3-pyrroline-2,5-dione;1-(prop-2-en-1-yl)-2,5-dihydro-1H-pyrrole-2,5-dione;1-allyl-1H-pyrrole-2,5-dione
• CAS NO: 2973-17-3
• Molecular Formula: C₇H₇NO₂
• Molecular Weight: 137.14
• EINECS: 1533716-785-6
• Mol File: 2973-17-3.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 228.7 °C at 760 mmHg
• Flash Point: 98.2 °C
• Appearance: /
• Density: 1.19 g/cm³
• Vapor Pressure: 0.0722mmHg at 25°C
• Refractive Index: 1.529
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: N-Allylmaleimide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Allylmaleimide(2973-17-3)
• EPA Substance Registry System: N-Allylmaleimide(2973-17-3)

Safety Data

• Hazardous Substances Data: 2973-17-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 665, 1994 DOI: 10.1016/S0040-4039(00)75785-6

InChI:InChI=1/C7H7NO2/c1-2-5-8-6(9)3-4-7(8)10/h2-4H,1,5H2

Upstream product

• 541-59-3 maleiimide 
• 107-18-6 allyl alcohol 
• 925-02-0 N-allyl-maleamic acid 
• 32620-89-6 C₁₁H₁₁NO₃ 
• 108-31-6 maleic anhydride 
• 107-11-9 1-amino-2-propene 
• 6971-11-5 (3aRS,4SR,7RS,7aSR)-2-allyl-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione 

Downstream Products

• 88121-63-5 (3aS,4S,9aR,9bR)-2-Allyl-4-benzoyl-3a,4,9a,9b-tetrahydro-pyrrolo[3,4-a]indolizine-1,3-dione 
• 625852-58-6 (-)-(R)-6,7,8,8a-tetrahydro-5H-indolizin-3-one 
• 2555-14-8 N-allylsuccinimide 
• 54433-51-1 1-allyl-3-phenyl-pyrrolidine-2,5-dione 
• 1364041-43-9 (R)-methyl 2-((R)-1-allyl-2,5-dioxopyrrolidin-3-yl)-2-isocyano-2-phenylacetate 

Relevant articles and documents

Copolymerization of N-vinylpyrrolidone with new allyl monomers

Radical copolymerization of N-vinylpyrrolidone with diallylacylhydrazines, 2,2-diallyl-1,1,3,3-tetraethylguanidinium chloride, N-allyl-2-azanorborn-5-ene, and N-allylmaleimide in the bulk and in organic solvents was studied. The kinetic features of the reactions were examined, the structures of the copolymers obtained were determined, and their physicochemical and biological properties were studied. Pleiades Publishing, Ltd., 2010.

Synthesis of quaternary stereogenic centres via stereoselective intermolecular Friedel-Crafts reactions

Highly stereoselective Friedel-Crafts reactions have been performed using a chiral anthracene template to control the selectivity of the reaction. In the case of additions to fully substituted N-acyliminium ions, competitive elimination and condensation r

Chemo- And diastereoselectivities in the electrochemical reduction of maleimides

The electrochemical cathodic reduction of cyclic imides (maleimides) to succinimides can be achieved chemoselectively in the presence of alkene, alkyne, and benzyl groups. The efficiency of the system was demonstrated by using a 3D electrode in a continuous flow reactor. The reduction of 3,4-dimethylmaleimides to the corresponding succinimides proceeds with a 3:2 diastereomeric ratio, which is independent of the nitrogen substituent and electrode surface area. The stereoselectivity of the process was rationalized by using DFT calculations, involving an acid-catalyzed tautomerization of a half-enol occurring through a double hydrogen-transfer mechanism.

A silicone compound, photocurable liquid ink using the silicone compound, and method of manufacturing the ink

A silicone compound represented by the following Chemical Structure 1: where Y represents a substituted or non-substituted alkyl group having one to ten carbon atoms, X1, X2, and X3 independently represent methyl groups or any of the following Substituent