5075-92-3

Basic information

• Product Name: 1,5-DIMETHYL-2-PYRROLIDINONE
• Synonyms: 1,5-Dimethyl-2-pyrrolizinone;1,5-Dimethylpyrrolidine-2-one;5,N-Dimethyl-2-pyrrolidinone;NSC 527837;2-Pyrrolidinone, 1,5-dimethyl-;1,5-DIMETHYL-2-PYRROLIDINONE;1,5-DIMETHYL-2-PYRROLIDONE;1,5-dimethylpyrrolidin-2-one
• CAS NO: 5075-92-3
• Molecular Formula: C₆H₁₁NO
• Molecular Weight: 113.16
• EINECS: 225-783-8
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Pyrrolidines;C4 to C10;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 5075-92-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 215-217 °C743 mm Hg(lit.)
• Flash Point: 193 °F
• Appearance: /
• Density: 0.982 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.137mmHg at 25°C
• Refractive Index: n20/D 1.465(lit.)
• PKA: -0.35±0.40(Predicted)
• CAS DataBase Reference: 1,5-DIMETHYL-2-PYRROLIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-DIMETHYL-2-PYRROLIDINONE(5075-92-3)
• EPA Substance Registry System: 1,5-DIMETHYL-2-PYRROLIDINONE(5075-92-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 5075-92-3(Hazardous Substances Data)

Usage

General Description

1,5-DIMETHYL-2-PYRROLIDINONE is a chemical compound commonly used as a solvent in various industrial and commercial applications. It is a colorless liquid with a high boiling point, making it suitable for use in processes that require high temperatures. It is also known for its strong solvency power and ability to dissolve a wide range of substances, including polymers, resins, and coatings. Due to its versatility and effectiveness as a solvent, 1,5-DIMETHYL-2-PYRROLIDINONE is widely used in industries such as pharmaceuticals, electronics, and agriculture. However, it is important to handle and use this chemical with caution, as it can be harmful if not properly managed.

InChI:InChI=1/C6H11NO/c1-5-3-4-6(8)7(5)2/h5H,3-4H2,1-2H3

Upstream product

• 123-39-7 N-Methylformamide 
• 123-76-2 levulinic acid 
• 74-89-5 methylamine 
• 64-18-6 formic acid 
• 29879-79-6 5-hydroxy-1,5-dimethyl-pyrrolidin-2-one 
• 591-12-8 5-methyl-2-furanone 
• 99747-08-7 N-(hex-4-enoyl)-N-methylhydroxylamine 
• 74-88-4 methyl iodide 
• 86734-23-8 O-acetyl-N-(hex-4-enoyl)-N-methylhydroxylamine 
• 86734-23-8 (E)-Hex-4-enoic acid acetoxy-methyl-amide 

Relevant articles and documents

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A Facile Direct Route to N-(Un)substituted Lactams by Cycloamination of Oxocarboxylic Acids without External Hydrogen

Lactams are privileged in bioactive natural products and pharmaceutical agents and widely featured in functional materials. This study presents a novel versatile approach to the direct synthesis of lactams from oxocarboxylic acids without catalyst or external hydrogen. The method involves the in situ release of formic acid from formamides induced by water to facilitate efficient cycloamination. Water also suppresses the formation of byproducts. This unconventional pathway is elucidated by a combination of model experiments and density functional theory calculations, whereby cyclic imines (5-methyl-3,4-dihydro-2-pyrrolone and its tautomeric structures) are found to be favorable intermediates toward lactam formation, in contrast to the conventional approach encompassing cascade reductive amination and cyclization. This sustainable and simple protocol is broadly applicable for the efficient production of various N-unsubstituted and N-substituted lactams.

Visible-Light-Mediated Synthesis of Amidyl Radicals: Transition-Metal-Free Hydroamination and N-Arylation Reactions

The development of photoredox reactions of aryloxy-amides for the generation of amidyl radicals and their use in hydroamination-cyclization and N-arylation reactions is reported. Owing to the ease of single-electron-transfer reduction of the aryloxy-amides, the organic dye eosin Y was used as the photoredox catalyst, which results in fully transition-metal-free processes. These transformations exhibit a broad scope, are tolerant to several important functionalities, and have been used in the late-stage modification of complex and high-value N-containing molecules.