3445-11-2

Basic information

• Product Name: N-(2-Hydroxyethyl)-2-pyrrolidone
• Synonyms: N-hydroxyethyl-2- Pyrrolidinone;N-HYDROXYETHYL PYRROLIDONE;N-(2-HYDROXYETHYL)-2-PYRROLIDONE;1-(2-HYDROXYETHYL)-2-PYRROLIDINONE;1-(2-HYDROXYETHYL)-2-PYRROLIDONE;(2-hydroxyethyl)-2-pyrrolidone;1-(2-hydroxyethyl)-2-pyrrolidinon;2-Pyrrolidinone, 1-(2-hydroxyethyl)-
• CAS NO: 3445-11-2
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.16
• EINECS: 222-359-4
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Pyrrolidines
• Mol File: 3445-11-2.mol
• Article Data: 15

Chemical Properties

• Melting Point: 19-21°C
• Boiling Point: 140-142 °C3 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.143 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000152mmHg at 25°C
• Refractive Index: n20/D 1.496(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.49±0.10(Predicted)
• Water Solubility: 1000g/L at 20℃
• Stability: Stable. Incompatible with strong oxidizing agents
• BRN: 112181
• CAS DataBase Reference: N-(2-Hydroxyethyl)-2-pyrrolidone(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Hydroxyethyl)-2-pyrrolidone(3445-11-2)
• EPA Substance Registry System: N-(2-Hydroxyethyl)-2-pyrrolidone(3445-11-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 2
• RTECS: UY5776500
• HazardClass: IRRITANT
• Hazardous Substances Data: 3445-11-2(Hazardous Substances Data)

Usage

Chemical Properties

deep brown to yellow liquid

Uses

1-(2-Hydroxyethyl)-2-pyrrolidone may be used in chemical synthesis.

Synthesis Reference(s)

Journal of the American Chemical Society, 74, p. 4959, 1952 DOI: 10.1021/ja01139a518

Flammability and Explosibility

Notclassified

InChI:InChI=1/C6H11NO2/c8-5-4-7-3-1-2-6(7)9/h8H,1-5H2

Upstream product

• 18190-44-8 1-(2-Hydroxy-ethyl)-pyrrolidine-2,5-dione 
• 110-15-6 succinic acid 
• 141-43-5 ethanolamine 
• 59776-88-4 methyl-2-oxopyrrolidine-1-acetate 
• 13865-19-5 4-oxobutanoic acid methyl ester 
• 51333-90-5 1-(2-chloro-ethyl)-pyrrolidin-2-one 
• 66857-17-8 N-(2-hydroxyethyl)-γ-hydroxybutyramide 
• 96-48-0 4-butanolide 
• 75-21-8 oxirane 
• 616-45-5 2-pyrrolidinon 
• 123-75-1 pyrrolidine 

Downstream Products

• 51220-54-3 N-p-isopropyloxybenzoylglycine 
• 935660-99-4 C₁₃H₁₂FIN₂O₂ 
• 675103-32-9 2-(2-oxo-1-pyrrolidinyl)ethyl 4-(4-cyanophenyl)-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate 
• 215387-11-4 3-[4-[2-(1-Pyrrolidinyl)ethoxy]benzyl]-2-[4-[2-(2-oxopyrrolidin-1-yl)ethoxy]phenyl]benzo[b]thiophene Oxalate 
• 205193-98-2 4-(4-bromo-2-fluoroanilino)-6-methoxy-7-(2-(2-oxopyrrolidin-1-yl)ethoxy)quinazoline hydrochloride 
• 313658-63-8 1-{2-[3-(2-{[3-(1-Piperazinyl)-2-pyrazinyl]oxy}ethoxy)phenoxy]ethyl}2-pyrrolidinone 
• 616-45-5 2-pyrrolidinon 
• 888855-38-7 [3-(3-{2-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}-4-[2-(2-oxopyrrolidin-1-yl)ethoxy]phenyl}propoxy)-1-methyl-1H-pyrazol-4-yl]acetic acid 
• 503437-58-9 2-anilino-7-[2-(2-oxo-1-pyrrolidinyl)ethoxy]-1-phenyl-5-(trifluoromethyl)-1,8-naphthyridin-4(1H)-one 
• 946-25-8 N-(2-methacryloyloxyethyl)pyrrolidone 
• 1226773-26-7 C₂₂H₂₆N₂O₆ 
• 1243143-44-3 C₁₃H₁₃BrF₃NO₂ 
• 7491-74-9 2-oxo-1-pyrrolidine acetamide 
• 340026-89-3 Diethyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-(2-oxo-pyrrolidin-1-yl)-ethyl ester 

Relevant articles and documents

Development of a new production process for N-vinyl-2-pyrrolidone

We describe the first continuous production process for N-vinyl-2-pyrrolidone (NVP). The starting materials are γ-butyrolactone (GBL) and monoethanolamine (MEA). The process consists of two stages: the synthesis of N-(2-hydroxy-ethyl)-2-pyrrolidone (HEP) from GBL and MEA, and the vapor-phase dehydration of HEP to NVP. The key features of this technology are the dehydration catalyst and the vapor-phase reaction system. The catalyst is of very simple composition, being alkali (or alkaline earth) metal oxides-SiO 2. Though its acid and base strengths are very weak, its catalytic performance is high. We presume that the excellent catalytic performance is due to the selective adsorption of HEP to the catalyst. Moreover, an IR spectroscopic study of the HEP-adsorbed catalyst indicated that the isolated silanol of the catalyst surface plays an important role. This account describes the progress made from the laboratory study to the industrial process, along with the experimental results and discussion.

Extending the chemical product tree: A novel value chain for the production of: N -vinyl-2-pyrrolidones from biogenic acids

The sustainable production of polymers from biogenic platform chemicals shows great promise to reduce the chemical industry's dependence on fossil resources. In this context, we propose a new two-step process leading from dicarboxylic acids, such as succinic and itaconic acid, to N-vinyl-2-pyrrolidone monomers. Firstly, the biogenic acid is reacted with ethanolamine and hydrogen using small amounts of water as solvent together with solid catalysts. For effective conversion, the optimal catalyst (carbon supported ruthenium) has to hold the ability of activating H2 as well as (imide) CO bonds. The obtained products, N-(2-hydroxyethyl)-2-pyrrolidones, are subsequently converted in a continuous gas phase dehydration over simple sodium-doped silica, with excellent selectivity of above 96 mol% and water as the sole by-product. With a final product yield of ≥72 mol% over two process steps and very little waste due to the use of heterogeneous catalysis, the proposed route appears promising-commercially as well as in terms of Green Chemistry.

Method for Producing Bio-Based Homoserine Lactone and Bio-Based Organic Acid from O-Acyl Homoserine Produced by Microorganisms

The present invention relates to a method of producing bio-based homoserine lactone and bio-based organic acid through hydrolysis of O-acyl homoserine produced by a microorganism in the presence of an acid catalyst. According to the present invention, O-acyl homoserine produced by a microorganism is used as a raw material for producing 1,4-butanediol, gamma-butyrolactone, tetrahydrofuran and the like, which are industrially highly useful. The O-acyl homoserine produced by a microorganism can substitute conventional petrochemical products, can solve environmental concerns, including the emission of pollutants and the exhaustion of natural resources, and can be continuously renewable so as not to exhaust natural resources.