2687-97-0

Basic information

• Product Name: 1-(allyl)pyrrolidin-2-one
• Synonyms: N-ALLYL-2-PYRROLIDINONE;1-(2-Propenyl)pyrrolidin-2-one;1-Allyl-2-pyrrolidone;1-Allyl-2-pyrrolizinone;1-Allylpyrrolidine-2-one;1-prop-2-enylpyrrolidin-2-one
• CAS NO: 2687-97-0
• Molecular Formula: C₇H₁₁NO
• Molecular Weight: 125.1683
• EINECS: 220-251-1
• Mol File: 2687-97-0.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 234.2 °C at 760 mmHg
• Flash Point: 99.3 °C
• Appearance: /
• Density: 0.997 g/cm³
• Vapor Pressure: 0.0536mmHg at 25°C
• Refractive Index: 1.483
• CAS DataBase Reference: 1-(allyl)pyrrolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(allyl)pyrrolidin-2-one(2687-97-0)
• EPA Substance Registry System: 1-(allyl)pyrrolidin-2-one(2687-97-0)

Safety Data

• Hazardous Substances Data: 2687-97-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 106, p. 8201, 1984 DOI: 10.1021/ja00338a033

InChI:InChI=1/C7H11NO/c1-2-5-8-6-3-4-7(8)9/h2H,1,3-6H2

Upstream product

• 96-48-0 4-butanolide 
• 107-11-9 1-amino-2-propene 
• 616-45-5 2-pyrrolidinon 
• 106-95-6 allyl bromide 
• 92954-34-2 O-allyl-N,N'-dicyclohexyl isourea 
• 201230-82-2 carbon monoxide 
• 124-02-7 diallylamine 
• 107-05-1 3-chloroprop-1-ene 
• 2555-14-8 N-allylsuccinimide 
• 107-18-6 allyl alcohol 
• 556-56-9 allyl iodid 
• 17426-48-1 1-(propa-1,2-dien-1-yl)pyrrolidin-2-one 
• 98-86-2 acetophenone 
• 1606141-53-0 2-(anthracen-9-yl)ethyl 4-(allylamino)butanoate 

Downstream Products

• 61892-90-8 N-acetonyl pyrrolidin-2-one 
• 125008-80-2 3-(2-oxopyrrolidin-1-yl)propanal 
• 145294-80-0 N-(2-formylethenyl)pentane-5-lactam 
• 3470-99-3 1-(3-propyl)-pyrrolidin-2-one 
• 616-45-5 2-pyrrolidinon 
• 1122-35-6 (E)-1-(prop-1-en-1-yl)pyrrolidin-2-one 
• 6908-61-8 1-(1-ethoxy-propyl)-pyrrolidin-2-one 
• 329347-34-4 4-(4-bromo-2-formyl-N-allylanilino)butyric acid 
• 1224619-94-6 3-acetyl-1-allyl-2-pyrrolidone 
• 1252614-28-0 N-allyl-3-(phenylselanyl)-pyrrolidin-2-one 
• 222048-26-2 2-(1-allyltetrahydro-1H-2-pyrrolylidene)-1-(4-chlorophenyl)-1-ethanone 
• 409335-14-4 (S)-(+)-1-(2,3-epoxypropyl)-pyrrolidin-2-one 
• 22217-79-4 5-(4-bromophenyl)-3,4-dihydro-2H-pyrrole 

Relevant articles and documents

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Synthesis of 1,2-Aminoalcohols through Enantioselective Aminoallylation of Ketones by Cu-Catalyzed Reductive Coupling

Herein, we report the development of a catalytic enantioselective addition of N-substituted allyl equivalents to ketone electrophiles through use of Cu-catalyzed reductive coupling to access important chiral 1,2-aminoalcohol synthons in high levels of regio-, diastereo-, and enantioselectivity. Factors affecting enantioinduction are discussed including the identification of a reversible ketone allylation step that has not been previously reported in Cu-catalyzed reductive coupling.

Novel Pyrrolinium-based Ionic Liquids for Lithium Ion Batteries: Effect of the Cation on Physicochemical and Electrochemical Properties

Lithium ion batteries (LIBs) are one of the most promising energy conversion/storage systems, but the low thermal stability of the current electrolytes in LIBs should be improved to expand their potential applications. To enhance the safety properties of LIBs, novel pyrrolinium-based ionic liquids (ILs) were proposed as an alternative electrolyte to the current carbonate electrolyte, which have some task-specific functional groups, i.e., a planar C[dbnd]N double bond, a C-O ether linkage, and no unstable C-H bond, designed to improve their electrochemical performances as well as the physicochemical properties. As a result, the pyrrolinium-based ILs exhibited much improved physicochemical and electrochemical properties compared to those of the known ILs. Among the prepared ILs, N-allyl-2-methoxypyrrolinium bis(fluorosulfonyl)imide (A(OMe)Pyrl-FSI, 4) showed the high ionic conductivity (10.2 mS cm?1), the very good cycling performance (99.3% of retention ratio after 50 cycles) with a LiFePO4 electrode, and the much improved lithium ion transference number (0.19). IL 4 also had the remarkable rate capability at 5 C-rate with the retention ratio of 81.2% (124.8 mA h g?1), compared to the initial discharge capacity of 153.7 mA h g?1 at 0.1 C-rate. In addition, both their high thermal stability and non-flammability were also confirmed.

Radiosynthesis of 11C-levetiracetam: A potential marker for PET imaging of SV2A expression

The multistep preparation of 11C-levetiracetam (11C-LEV) was carried out by a one-pot radiosynthesis with 8.3 ± 1.6% (n = 8) radiochemical yield in 50 ± 5.0 min. Briefly, the propionaldehyde was converted to propan-1-imine in situ as labeling precursor by incubation with ammonia. Without further separation, the imine was reacted with 11C-HCN to form 11C-aminonitrile. This crude was then reacted with 4-chlorobutyryl chloride and followed by hydrolysis to yield 11C-LEV after purification by chiral high-performance liquid chromatography (HPLC). Both the radiochemical and enantiomeric purities of 11C-LEV were >98%.