5044-20-2

Basic information

• Product Name: 1-BENZYL-2,5-DIMETHYLPYRROLE
• Synonyms: 1-BENZYL-2,5-DIMETHYLPYRROLE
• CAS NO: 5044-20-2
• Molecular Formula: C₁₃H₁₅N
• Molecular Weight: 185.26
• Mol File: 5044-20-2.mol
• Article Data: 85

Chemical Properties

• Boiling Point: 292.9°Cat760mmHg
• Flash Point: 130.9°C
• Appearance: /
• Density: 0.95g/cm³
• Vapor Pressure: 0.00313mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: 1-BENZYL-2,5-DIMETHYLPYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYL-2,5-DIMETHYLPYRROLE(5044-20-2)
• EPA Substance Registry System: 1-BENZYL-2,5-DIMETHYLPYRROLE(5044-20-2)

Safety Data

• Hazardous Substances Data: 5044-20-2(Hazardous Substances Data)

Usage

General Description

1-Benzyl-2,5-dimethylpyrrole is a chemical compound with the molecular formula C13H15N. It is a derivative of pyrrole, a five-membered aromatic ring with one nitrogen atom. 1-BENZYL-2,5-DIMETHYLPYRROLE is commonly used as an intermediate or building block in organic synthesis and pharmaceutical research. Its structure and reactivity make it an important component in the production of various pharmaceuticals and agrochemicals. It may also exhibit biological activity and potential medicinal properties, making it of interest for further study in the development of new drugs.

InChI:InChI=1/C13H15N/c1-11-8-9-12(2)14(11)10-13-6-4-3-5-7-13/h3-9H,10H2,1-2H3

Upstream product

• 110-13-4 2,5-hexanedione 
• 100-46-9 benzylamine 
• 592-46-1 hexa-2,4-diene 
• 79-24-3 Nitroethane 
• 78-94-4 methyl vinyl ketone 
• 628-16-0 hexa-1,5-diyne 
• 625-84-3 2,5-Dimethylpyrrole 
• 5044-27-9 1-(4-methoxyphenyl)-2,5-dimethyl-1H-pyrrole 
• 50775-03-6 5-bromohex-5-en-2-one 
• 3031-66-1 3-hexyn-2,5-diol 
• 930-87-0 1,2,5-trimethyl-1H-pyrrole 
• 2935-44-6 hexane-2,5-diol 
• 109-49-9 5-Hexen-2-one 
• 100-51-6 benzyl alcohol 

Downstream Products

• 220928-32-5 4-benzyl-3H-bis[1,2]dithiolo[4,3-b:3',4'-d]pyrrole-3,5(4H)-dithione 
• 5044-27-9 1-(4-methoxyphenyl)-2,5-dimethyl-1H-pyrrole 
• 56018-32-7 1-benzyl-2,5-dimethyl-1H-pyrrole-3-carbaldehyde 
• 1428183-68-9 C₂₂H₂₄N₂O₃ 
• 100-46-9 benzylamine 

Relevant articles and documents

One-pot green synthesis of pyrrole derivatives catalyzed by nano sulfated zirconia as a solid acid catalyst

A new and efficient method for the preparation of N-substituted pyrroles from one-pot Paal-Knorr condensation has been accomplished using nano-crystalline sulfated zirconia (SZ) as the catalyst in ethanol at moderate temperature. This new protocol has the advantages of easy availability, stability, reusability and eco-friendliness of the catalyst, high to excellent yields, simple experimental and work-up procedure. The synthesized compounds were confirmed through spectral characterization using IR, 1H NMR, 13C NMR and mass spectra. A new and efficient method for the preparation of N-substituted pyrroles from one-pot Paal-Knorr condensation has been accomplished using nano-crystalline sulfated zirconia (SZ) as the catalyst in ethanol at moderate temperature. This new protocol has the advantages of easy availability, stability, reusability and eco-friendliness of the catalyst, high to excellent yields, simple experimental and work-up procedure. Copyright

Quararibea metabolites. 3. Total synthesis of (±) - Funebral, a rotationally restricted pyrrole alkaloid, using a novel Paal-Knorr reaction

The total synthesis of (±) - funebral 5, a sterically crowded, rotationally restricted pyrrole alkaloid, has been achieved by means of a new variation of the Paal-Knorr synthesis, employing titanium isopropoxide.

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.

Crystalline salicylic acid as an efficient catalyst for ultrafast Paal–Knorr pyrrole synthesis under microwave induction

Abstract: In this study, the viability of a wide range of crystalline aromatic and aliphatic carboxylic acids as organocatalysts has been investigated for solvent-free Paal–Knorr pyrrole synthesis under microwave activation. Among these potential catalysts, crystalline salicylic acid proved to be a remarkable catalyst because its efficiency remained high even under low microwave power irradiation or a shorter reaction time for the model reaction. The outstanding catalytic activity of salicylic acid allowed the Paal–Knorr cyclocondensation with a turnover frequency up to 1472?h?1 which is unique in the context of a metal-free homogeneous catalysis. The attractive feature of this organocatalyst is its assistance in ultrafast pyrrole synthesis with no risk of metal contamination. Graphic abstract: [Figure not available: see fulltext.] Synopsis: A green and expeditious protocol for the synthesis of 2,5-dimethylpyrroles via combination of salicylic acid as catalyst (in its solid state) and microwaves has been introduced.

Fe3O4@SiO2-PTMS-Guanidine-SA nanoparticles as an effective and reusable catalyst for the synthesis of N-substituted pyrroles

Fe3O4@SiO2-PTMS-Guanidine-SA nanoparticles used as an effective catalyst for the synthesis of N-substituted pyrroles. Pyrroles were synthesized from the reaction between primary amine derivatives and 2,5-hexanedione with high to excellent yields under mild reaction conditions. After completion of the reaction, Fe3O4@SiO2-PTMS-Guanidine-SA magnetic nanoparticles could be recovered easily from the reaction mixture by an external magnet and reused. This catalyst was characterized by FT-IR spectroscopy, scanning electron microscopy, energy-dispersive X-ray spectroscopy, X-ray diffraction, thermogravimetric analysis and vibrating-sample magnetometry techniques.