13950-21-5

Basic information

• Product Name: 1-Methyl-1H-pyrrole-2(5H)-one
• Synonyms: 1,5-Dihydro-1-methyl-2H-pyrrol-2-one;1-Methyl-1H-pyrrole-2(5H)-one;1-Methyl-3-pyrrolin-2-one;"1-Methyl-1,5-dihydro-pyrrol-2-one;1-Methyl-1H-pyrrol-2(5H)-one;1-Methyl-1,5-Dihydro-2H-Pyrrol-2-One
• CAS NO: 13950-21-5
• Molecular Formula: C₅H₇NO
• Molecular Weight: 97.12
• Mol File: 13950-21-5.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Methyl-1H-pyrrole-2(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-1H-pyrrole-2(5H)-one(13950-21-5)
• EPA Substance Registry System: 1-Methyl-1H-pyrrole-2(5H)-one(13950-21-5)

Safety Data

• Hazardous Substances Data: 13950-21-5(Hazardous Substances Data)

Usage

General Description

1-Methyl-1H-pyrrole-2(5H)-one, also known as N-Methyl-2-pyrrolidone (NMP), is a chemical compound with the molecular formula C5H9NO. It is a highly polar aprotic solvent that is widely used in the pharmaceutical, electronic, and industrial fields. NMP is known for its high solvency power, low volatility, and ability to dissolve a wide range of materials, making it a valuable ingredient in many applications such as in the production of pharmaceuticals, agrochemicals, and as a carrier solvent for dyes and pigments. Despite its usefulness, NMP has also been found to pose potential risks to human health and the environment, leading to regulatory restrictions and the development of safer alternatives.

Upstream product

• 96-54-8 N-Methylpyrrole 
• 116461-09-7 1-methyl-3-phenacyl-2-pyrrolidone 
• 1428317-08-1 C₁₂H₁₀INO₃ 
• 872-50-4 1-methyl-pyrrolidin-2-one 

Downstream Products

• 87884-55-7 1-Methyl-5-[1-phenyl-meth-(E)-ylidene]-1,5-dihydro-pyrrol-2-one 
• 87884-56-8 5-Benzyliden-1-methyl-3-pyrrolin-2-on 
• 87884-62-6 1-Methyl-5-(3-oxo-cyclohexyl)-1,5-dihydro-pyrrol-2-one 
• 52160-48-2 2-(1-methylpyrrolyl) benzoate 
• 87884-54-6 4-Phenylsulfanyl-dihydro-thiophen-2-one 
• 87884-53-5 1-Methyl-4-phenylsulfanyl-pyrrolidin-2-one 

Relevant articles and documents

Oxidative Cleavage of Indoles Mediated by Urea Hydrogen Peroxide or H2O2 in Polar Solvents

The oxidative cleavage of indoles (Witkop oxidation) involving the use of H2O2 or urea hydrogen peroxide in combination with a polar solvent has been described. Among these solvents, 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) stands out as the one affording the corresponding 2-ketoacetanilides generally in higher yields The protocol described has also enabled the oxidation of different pyrroles and furans derivatives. Furthermore, the procedure was implemented in a larger-scale and HFIP was distilled from the reaction mixture and reused (up to 4 cycles) without a significant detriment in the reaction outcome, which remarks its sustainability and applicability. (Figure presented.).

Controlled oxidation of pyrroles: Synthesis of highly functionalized γ-lactams

The oxidation of pyrroles usually leads to uncontrolled polymerization and decomposition. To overcome this problem, the controlled oxidation of substituted pyrroles with Dess-Martin periodinane is reported. This strategy yields a range of 5-aroyloxypyrrol

PHOTOCYCLISATION OF KETO-LACTAMS. A NEW SYNTHESIS OF FUNCTIONALIZED 1-AZA-BICYCLO(X.Y.0.)ALKANES

A series of 1-azabicyclo(x.y.0)alkanes has been synthesized using an intramolecular photoreduction.The methodology consists of a regioselective abstraction of a hydrogen α to the nitrogen of an amide by the triplet T1(n, ?*) of a carbonyl derivative.