82259-11-8

Basic information

• Product Name: 1-(phenylmethyl)-5-prop-2-enyl-2-pyrrolidinone
• Synonyms: 1-(phenylmethyl)-5-prop-2-enyl-2-pyrrolidinone
• CAS NO: 82259-11-8
• Molecular Weight: 215.295
• Mol File: 82259-11-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1-(phenylmethyl)-5-prop-2-enyl-2-pyrrolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(phenylmethyl)-5-prop-2-enyl-2-pyrrolidinone(82259-11-8)
• EPA Substance Registry System: 1-(phenylmethyl)-5-prop-2-enyl-2-pyrrolidinone(82259-11-8)

Safety Data

• Hazardous Substances Data: 82259-11-8(Hazardous Substances Data)

Upstream product

• 41194-02-9 1-benzyl-5-hydroxypyrrolidin-2-one 
• 106-95-6 allyl bromide 
• 2142-06-5 1-(phenylmethyl)-2,5-pyrrolidinedione 
• 762-72-1 allyl-trimethyl-silane 
• 82259-07-2 5-ethoxy-1-(phenylmethyl)-2-pyrrolidinone 
• 100-46-9 benzylamine 
• 289667-50-1 5-(1H-1,2,3-benzotriazol-1-yl)-1-benzylpyrrolidin-2-one 
• 133535-61-2 1-(phenylmethyl)-5-(phenylsulphonyl)-2-pyrrolidinone 
• 1730-25-2 allylmagnesium bromide 

Downstream Products

• 82259-09-4 (racemic)-5-(2'-propenyl)-2-pyrrolidinone 

Relevant articles and documents

Synthesis of 5-Substituted 2-Pyrrolidinones by Coupling of Organozinc Reagents with Cyclic N-Acyliminium Ions

A coupling reaction between cyclic N-acyliminium ions with organozinc reagents is described. The cyclic N-acyliminium ions, generated in situ from N-substituted-5-hydroxy-2-pyrrolidinones by treatment with boron trifluoride-diethyl ether complex or titani

Preparation of 1,5-disubstituted pyrrolidin-2-ones

1,5-Disubstituted pyrrolidin-2-ones 18a-g, 19a-h, and 20a-f were synthesized in good to excellent yields via the nucleophilic substitution of 5-(benzotriazol-1-yl)-1-substituted-pyrrolidin-2-ones 9 with allylsilanes, organozinc reagents, and phosphorus compounds. Compounds 9 and 5- (benzotriazol-2-yl)-1-substituted-pyrrolidin-2-one isomers 10 are readily prepared in total 70-84% yields from 2,5-dimethoxy-2,5-dihydrofuran(7), primary amines 8, and benzotriazole; 9 and 10 react identically with nucleophiles.

Photolysis of olefinic N-chloropyrrolidinones, N-chlorosuccinimides and N-chloro-oxazolidinones: Reactivity of cyclic carboxamidyl, imidyl and carbamyl radicals in intramolecular reactions

N-Chloro-alkenylpyrrolidinones, an N-chloro-alkenylsuccinimide and N- chloro-alkenyloxazolidinones were prepared as precursors of olefinic cyclic carboxamidyl, imidyl and carbamyl radicals constrained to undergo intramolecular reactions uniquely via their planar or slightly twisted (30- 35°) Π(N) state (1,5-transfer of an allylic hydrogen, 5-exo or 6-exo cyclization to give bicyclo[2.2.1]azaheptane and bicyclo[3.2.1]azaoctane skeletons respectively), those intramolecular reactions being unaccessible to the planar ΣN state. Their photolysis gave products arising uniquely from intermolecular reactions of those nitrogen radicals (addition to an external olefin, hydrogen abstraction from the solvent, allylic hydrogen abstraction). An intramolecular reaction leading to bicyclo[3.3.0]azaoctane derivatives via 5-exo cyclization was observed with an N-chloro-alkenylpyrrolidinone and an N-chloro-alkenyloxazolidinone. In these two cases, both the Π(N) and the Σ(N) states of the cyclic amidyl radical allow orbital overlap for 5-exo cyclization.