58042-93-6

Basic information

• Product Name: 1H-Pyrrole, 1-ethenyl-2-phenyl-
• CAS NO: 58042-93-6
• Molecular Formula: C12H11N
• Molecular Weight: 169.226
• Mol File: 58042-93-6.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole, 1-ethenyl-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole, 1-ethenyl-2-phenyl-(58042-93-6)
• EPA Substance Registry System: 1H-Pyrrole, 1-ethenyl-2-phenyl-(58042-93-6)

Safety Data

• Hazardous Substances Data: 58042-93-6(Hazardous Substances Data)

Upstream product

• 613-91-2 acetophenone oxime 
• 75-01-4 chloroethylene 
• 74-86-2 acetylene 
• 10341-75-0 (E)-1-phenylethanone oxime 
• 10342-64-0 p-nitroacetophenone oxime 
• 6310-87-8 p-dimethylaminoacetophenone oxime 
• 98-86-2 acetophenone 
• 75-20-7 calcium carbide 
• 3042-22-6 2-phenyl-1H-pyrrole 

Downstream Products

• 76892-14-3 N-(α-isopropoxyethyl)-2-phenylpyrrole 
• 70958-10-0 1-vinyl-2-phenyl-5-trifluoroacetylpyrrole 
• 64222-41-9 1-(2-ethylthioethyl)-2-phenylpyrrole 
• 3042-22-6 2-phenyl-1H-pyrrole 
• 76892-15-4 N-(α-butoxyethyl)-2-phenylpyrrole 
• 184433-42-9 (C₆H₅)C₄NH₃(CH(CH₃)Sn(C₄H₉)3) 
• 184433-52-1 (C₆H₅)C₄NH₃(CH₂CH₂Sn(C₄H₉)3) 
• 1167431-32-4 (3E)-4-(2-phenyl-1H-pyrrol-1-yl)-1,3-butadiene-1,1,2-tricarbonitrile 
• 1167431-27-7 3-(2-phenyl-1H-pyrrol-1-yl)-1,1,2,2-cyclobutanetetracarbonitrile 
• 1372648-03-7 C₆H₅C₄NCHO₂CCH₃CH₂(HgO₂CCH₃)4 

Relevant articles and documents

Selective synthesis of 1-vinylpyrroles directly from ketones and acetylene: Modification of Trofimov reaction

Consecutive treatment of ketones with a system NH2OH?HCl- NaHCO3-DMSO and acetylene excess in the presence of KOH (100-120°C, initial acetylene pressure 12-15 at) led to a selective formation of 2-and 2,3-substituted 1-vinylpyrroles

NEW EXAMPLES OF THE VINYLATION OF NH-HETEROCYCLES WITH ACETYLENE AT ATMOSPHERIC PRESSURE IN THE KOH-DMSO SYSTEM

Vinylation of 2-hetarylpyrroles, 4,5-dihydrobenzoindole, and 1,2,3,4-tetrahydro-γ-carbinols at atmospheric pressure in the superbasic system KOH-DMSO at 100-120 deg C has given the corresponding N-vinyl derivatives in yields of 92-99percent.

Synthesis of n-vinylpyrroles from n-(2-hydroxyethyl)pyrroles

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2-phenylpyrrole: One-pot selective synthesis from acetophenone oxime and acetylene by a Trofimov reaction

We have developed a technologically orientated, one-pot way of synthesis of high purity 2-phenylpyrrole in 74% yield by treatment of acetophenone oxime with acetylene in the KOH-DMSO system. The reaction is carried out at 135-150°C under an acetylene atmospheric pressure. The synthesis was performed in laboratory (glass apparatus) and in a large scale (10 l reaction vessel).