5044-22-4

Basic information

• Product Name: 2,5-DIMETHYL-1-(4-NITROPHENYL)-1H-PYRROLE
• Synonyms: 2,5-DIMETHYL-1-(4-NITROPHENYL)-1H-PYRROLE;2,5-DIMETHYL-1-(4-NITROPHENYL)PYRROLE;1-(4-NITROPHENYL)-2,5-DIMETHYLPYRROLE
• CAS NO: 5044-22-4
• Molecular Formula: C₁₂H₁₂N₂O₂
• Molecular Weight: 216.24
• Mol File: 5044-22-4.mol
• Article Data: 46

Chemical Properties

• Melting Point: 145-148℃
• Boiling Point: 359.1 °C at 760 mmHg
• Flash Point: 171 °C
• Appearance: /
• Density: 1.18 g/cm³
• Vapor Pressure: 5.03E-05mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: 2,5-DIMETHYL-1-(4-NITROPHENYL)-1H-PYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIMETHYL-1-(4-NITROPHENYL)-1H-PYRROLE(5044-22-4)
• EPA Substance Registry System: 2,5-DIMETHYL-1-(4-NITROPHENYL)-1H-PYRROLE(5044-22-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 5044-22-4(Hazardous Substances Data)

Usage

General Description

2,5-Dimethyl-1-(4-nitrophenyl)-1H-pyrrole is a chemical compound with the molecular formula C13H12N2O2. It is a pyrrole derivative with a nitrophenyl group attached to the carbon atom at position 1, and two methyl groups attached to the carbon atoms at positions 2 and 5. 2,5-Dimethyl-1-(4-nitrophenyl)-1H-pyrrole is commonly used in organic synthesis and pharmaceutical research, particularly in the development of new drugs. It has been studied for its potential biological activities, such as anti-inflammatory and anti-cancer properties. Additionally, it has been investigated for its potential applications in materials science, such as in the development of organic electronics and sensors.

InChI:InChI=1/C12H12N2O2/c1-9-3-4-10(2)13(9)11-5-7-12(8-6-11)14(15)16/h3-8H,1-2H3

Upstream product

• 110-13-4 2,5-hexanedione 
• 100-01-6 4-nitro-aniline 
• 109-49-9 5-Hexen-2-one 
• 625-86-5 2,5-dimethylfuran 

Downstream Products

• 423744-09-6 2,5-dimethyl-1-(4-nitrophenyl)-1H-pyrrole-3-carbaldehyde 
• 60176-19-4 1-amino-4-(2,5-dimethylpyrrol-1-yl)benzene 

Relevant articles and documents

Hexafluoroisopropanol as solvent and promotor in the Paal-Knorr synthesis of N-substituted diaryl pyrroles

An additive-free synthesis of challenging N-substituted aryl pyrroles from the often poorly soluble corresponding 1,4-diketones by means of the Paal-Knorr pyrrole synthesis is reported, which makes use of the unique properties of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as a solvent and reaction promotor. Our procedure offers simple execution and purification as well as easy scale-up and can be applied in the Paal-Knorr synthesis of a large number of structurally diverse pyrroles including the synthetically challenging tetra- and penta-substituted pyrroles in moderate to excellent yields. HFIP can also be used as solvent in the Paal-Knorr synthesis of furans and thiophenes; however, the solvent effect is more pronounced in synthesis of pyrroles.

Amidosulfonic acid supported on graphitic carbon nitride: novel and straightforward catalyst for Paal–Knorr pyrrole reaction under mild conditions

A novel heterogeneous acidic catalyst was prepared by in situ immobilization of amidosulfonic acid (NH2SO3H) on graphitic carbon nitride (g-C3N4) under hydrothermal conditions. The textural morphology of NH2SO3H/g-C3N4 nanocomposite was characterized via powder X-ray diffraction, FT-IR, TGA, EDX, and scanning electron microscopy. The spatial arrangement of the amidosulfonic acid on the surface of g-C3N4 leads to the construction of a unique solid acid structure, resulting in a substantial enhancement of catalytic activity toward a high efficient preparation of pyrroles by Paal–Knorr reaction. The reactions undergo completion readily with good to excellent yields, with simple purification in an environmentally friendly manner. The NH2SO3H/g-C3N4 nanocomposite can be readily recycled, and no noteworthy reduction in the catalytic activity detected after four runs. Graphic abstract: [Figure not available: see fulltext.]

Imidazolium Triflate Ionic Liquid Improves the Activity of ZnCl2 in the Synthesis of Pyrroles and Ketones

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