938-37-4

Basic information

• Product Name: 1-METHYL-2-PHENYL-1H-PYRROLE
• Synonyms: 1-METHYL-2-PHENYL-1H-PYRROLE;1-methyl-2-phenylpyrrole
• CAS NO: 938-37-4
• Molecular Formula: C₁₁H₁₁N
• Molecular Weight: 157.21174
• Mol File: 938-37-4.mol
• Article Data: 39

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-METHYL-2-PHENYL-1H-PYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-2-PHENYL-1H-PYRROLE(938-37-4)
• EPA Substance Registry System: 1-METHYL-2-PHENYL-1H-PYRROLE(938-37-4)

Safety Data

• Hazardous Substances Data: 938-37-4(Hazardous Substances Data)

Upstream product

• 635-90-5 1-phenylpyrrole 
• 74-88-4 methyl iodide 
• 108-86-1 bromobenzene 
• 87236-62-2 1-Methyl-2-pyrrolyl-magnesium bromide 
• 591-50-4 iodobenzene 
• 107311-71-7 1-methyl-2-(trimethylstannyl)pyrrole 
• 63169-85-7 Phenyl(3-bromo-2-methoxypropyl)ketone 
• 74-89-5 methylamine 
• 75311-50-1 N-allyl-N-methylthiobenzamide 
• 96-54-8 N-Methylpyrrole 
• 98-80-6 phenylboronic acid 
• 6973-60-0 1-Methyl-2-pyrrolecarboxylic acid 
• 17763-67-6 Phenyl triflate 
• 108-90-7 chlorobenzene 

Downstream Products

• 778581-57-0 5-bromo-2-phenyl-N-methylpyrrole 
• 137387-48-5 1-methyl-5-phenyl-1H- pyrrole-2-carboxaldehyde 
• 617721-50-3 1-methyl-5-(p-tolyl)-1H-pyrrole-2-carboxaldehyde 
• 1080025-55-3 1-methyl-2-phenyl-5-(tricyanoethenyl)-1H-pyrrole 
• 1080025-65-5 1-methyl-2-phenyl-4-(tricyanoethenyl)-1H-pyrrole 
• 1080025-59-7 1-methyl-2-phenyl-3-(tricyanoethenyl)-1H-pyrrole 
• 1262588-77-1 1-methyl-2-phenyl-5-p-tolyl-1H-pyrrole 
• 479551-52-5 1-methyl-2-phenyl-1H-pyrrole-3-carbonitrile 
• 1616246-78-6 N-methyl-N-(1-methyl-5-phenyl-1H-pyrrol-2-yl)benzenesulfonamide 

Relevant articles and documents

Metal-Free Photoredox-Catalyzed Hydrodefluorination of Fluoroarenes Utilizing Amide Solvent as Reductant

A metal-free photoredox-catalyzed hydrodefluorination of fluoroarenes was achieved by using N,N,N’,N’-tetramethyl-para-phenylenediamine (1) as a strong photoreduction catalyst. This reaction was applicable not only to electron-rich monofluoroarenes but also to polyfluoroarenes to afford non-fluorinated arenes. The experimental mechanistic studies indicated that the amide solvent NMP plays an important role for regeneration of the photocatalyst, enabling additive-free photoreduction catalysis.

Switching between mono and doubly reduced odd alternant hydrocarbon: designing a redox catalyst

Since the early Hückel molecular orbital (HMO) calculations in 1950, it has been well known that the odd alternant hydrocarbon (OAH), the phenalenyl (PLY) system, can exist in three redox states: closed shell cation (12π e?), mono-reduced open shell neutral radical (13π e?) and doubly reduced closed shell anion (14π e?). Switching from one redox state of PLY to another leads to a slight structural change owing to its low energy of disproportionation making the electron addition or removal process facile. To date, mono-reduced PLY based radicals have been extensively studied. However, the reactivity and application of doubly reduced PLY species have not been explored so far. In this work, we report the synthesis of the doubly reduced PLY species (14π e?) and its application towards the development of redox catalysisviaswitching with the mono-reduced form (13π e?) for aryl halide activation and functionalization under transition metal free conditions without any external stimuli such as heat, light or cathodic current supply.

Potent Reductants via Electron-Primed Photoredox Catalysis: Unlocking Aryl Chlorides for Radical Coupling

We describe a new catalytic strategy to transcend the energetic limitations of visible light by electrochemically priming a photocatalyst prior to excitation. This new catalytic system is able to productively engage aryl chlorides with reduction potentials hundreds of millivolts beyond the potential of Na0 in productive radical coupling reactions. The aryl radicals produced via this strategy can be leveraged for both carbon-carbon and carbon-heteroatom bond-forming reactions. Through direct comparison, we illustrate the reactivity and selectivity advantages of this approach relative to electrolysis and photoredox catalysis.