827-60-1

Basic information

• Product Name: 1-(4-METHYLPHENYL)-1 H-PYRROLE
• Synonyms: 1-P-TOLYL-1H-PYRROLE;1-(4-METHYLPHENYL)-1 H-PYRROLE;1-(1-4-Methylphenyl)-1H-pyrrole;1-(4-methylphenyl)pyrrole
• CAS NO: 827-60-1
• Molecular Formula: C₁₁H₁₁N
• Molecular Weight: 157.21
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Pyrroles
• Mol File: 827-60-1.mol
• Article Data: 78

Chemical Properties

• Melting Point: 82-84 °C(lit.)
• Boiling Point: 124 °C13.5 mm Hg(lit.)
• Flash Point: 105.1 °C
• Appearance: /
• Density: 1.0595 (rough estimate)
• Vapor Pressure: 0.0348mmHg at 25°C
• Refractive Index: 1.6722 (estimate)
• CAS DataBase Reference: 1-(4-METHYLPHENYL)-1 H-PYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-METHYLPHENYL)-1 H-PYRROLE(827-60-1)
• EPA Substance Registry System: 1-(4-METHYLPHENYL)-1 H-PYRROLE(827-60-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 827-60-1(Hazardous Substances Data)

Usage

General Description

1-(4-methylphenyl)-1 H-pyrrole is a chemical compound with the molecular formula C11H11N. It is a pyrrole derivative, which is a type of aromatic heterocyclic compound. The compound contains a 1-methyl-4-phenyl substituent on the pyrrole ring, making it a substituted pyrrole. Pyrroles are important building blocks in the synthesis of various pharmaceuticals, agrochemicals, and materials. They are also found in natural products and have biological activities. 1-(4-methylphenyl)-1 H-pyrrole may have potential applications in drug discovery and material science due to its unique structural and chemical properties.

InChI:InChI=1/C11H11N/c1-10-4-6-11(7-5-10)12-8-2-3-9-12/h2-9H,1H3

Upstream product

• 110-00-9 furan 
• 106-49-0 p-toluidine 
• 88320-36-9 2,5-dihydro-1-(4-methylphenyl)-1H-pyrrole 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 540-23-8 p-toluidine hydrochloride 
• 3480-96-4 N,N-diallyl-p-toluidine 
• 412283-85-3 2-p-tolyl-3,6-dihydro-2H-[1,2]oxazine 
• 5044-38-2 1-(4-chlorophenyl)-1H-pyrrole 
• 443645-39-4 4-(N-pyrrole)phenyl tosylate 
• 110-65-6 1,4-dihydroxybut-2-yne 
• 6117-80-2 1,4-butenediol 
• 149-73-5 trimethyl orthoformate 
• 30186-38-0 1-(4-methylphenyl)-2-formyl-1H-pyrrole 
• 23438-17-7 4-methoxy-4-methylcyclohexa-2,5-dien-1-one 

Downstream Products

• 62506-80-3 2-(4-tolyl)pyrrole 
• 445399-39-3 C₁₁H₁₀Br₂NP 
• 445399-49-5 C₁₁H₁₀Br₂NP 
• 1226779-84-5 C₂₀H₁₉NO 
• 943903-85-3 2-(1-(4-methylphenyl)pyrrole-2-carboxamido)-2,3-dihydro-1H-1,2,5-oxadiazolo[3,4-c][1,3,2]diazaphosphole-2-oxide 

Relevant articles and documents

A solvent-free manganese(II) -catalyzed Clauson-Kaas protocol for the synthesis of N-aryl pyrroles under microwave irradiation

The first manganese-catalyzed modified Clauson-Kaas reaction for N-substituted pyrrole synthesis using 2,5-dimethoxytetrahydrofuran with variously substituted aromatic amines has been developed (up to 89% yield). This interesting neat strategy is free from additives including co-catalysts, ligands, and acids. Relatively low cost, environmentally benign, and handy Mn(NO3)2·4H2O is employed as the catalyst under microwave conditions with a very short reaction time (20?min). The above qualities attest to the green nature of this reaction.

Rearrangement and cyclisation reactions on the 1-Arylpyrrol-2-iminyl-2-Aryliminopyrrol-1-yl radical energy surface

Independent generation of the iminyl (X = N) and pyrrol-1-yl (X = N) radicals by flash vacuum pyrolysis of the corresponding oxime ether and N-(dimethylamino) compound, respectively, provides two regioisomeric pyrrolo1,2-A]quinoxalines compounds. This shows that the radical species interconvert via the spirodienyl moeity at high temperatures. Corresponding generation of the pyrrol-1-yl (X = CH) radical gives the pyrrolo[1,2-A]quinoline as the only cyclised product. In this case, DFT calculations suggest that direct cyclisation of the pyrrol-1-yl takes place, rather than formation of the spirodienyl species and exclusive migration of the C-N bond.

Metal-Free Synthetic Shortcut to Octahydro-Dipyrroloquinoline Skeletons from 2,5-Cyclohexadienone Derivatives and l -Proline

The tandem decarboxylative condensation-dimerization reaction of l-proline with 2,5-cyclohexadienones including p-quinone monoacetals, p-quinol ethers, and p-quinols is reported to provide a concise and rapid synthesis of octahydro-dipyrroloquinoline comp