13219-95-9

Usage

Molecular Weight

248.33 g/mol The molecular weight is the mass of one mole of the compound, calculated by adding the atomic weights of all the atoms in the molecular formula.

Structure

1H-Pyrrol-3-amine, 2,5-diphenylThe structure of the compound is a pyrrole ring with an amine group (-NH2) at the third position and two phenyl groups (-C6H5) at the 2 and 5 positions.

Class

Pyrrole amines 1H-Pyrrol-3-amine, 2,5-diphenyl- belongs to the class of pyrrole amines, which are heterocyclic compounds containing a pyrrole ring and an amine group.

Heterocyclic compound

A compound containing a ring structure with at least one non-carbon atom, in this case, nitrogen.

Research and industrial applications

1H-Pyrrol-3-amine, 2,5-diphenylis used in various research and industrial applications, including the synthesis of pharmaceuticals and organic compounds.

Potential applications

The compound may have potential applications in the field of materials science and as a building block for the development of new compounds with specific properties.

Safety precautions

It is important to handle 1H-Pyrrol-3-amine, 2,5-diphenyl- with care due to its potential hazards and to follow safety guidelines when working with it.

Upstream product

• 107268-12-2 3-p-Chlorophenylazo-2,5-diphenylpyrrole 
• 64-17-5 ethanol 
• 75096-77-4 2,5-diphenyl-pyrrol-3-one oxime 
• 64-19-7 acetic acid 
• 300-57-2 allylbenzene 
• 110-83-8 cyclohexene 
• 108-88-3 toluene 
• 68058-80-0 2,5-Diphenyl-3-diazopyrrole 
• 838-40-4 2,5-diphenyl-1H-pyrrole 
• 75096-67-2 2,5-diphenyl-3-nitrosopyrrole 

Downstream Products

• 150582-17-5 2,5-diphenyl-3-(2-nitrobenzamido)pyrrole 
• 68058-80-0 2,5-Diphenyl-3-diazopyrrole 
• 410538-44-2 2-methyl-5-(3-nitro-phenyl)-2',5'-diphenyl-1'H-[1,3']bipyrrolyl-3-carboxylic acid ethyl ester 
• 136039-56-0 2-Diethylamino-N-(2,5-diphenyl-1H-pyrrol-3-yl)-acetamide 
• 150582-19-7 3-(2,5-diphenylpyrrole-3-yl)benzotriazin-4-one 
• 150582-20-0 2,2-dimethyl-3-(2,5-diphenylpyrrole-3-yl)-2,3-dihydro-1H-quinazolin-4-one 
• 150582-23-3 3-benzamido-2,5-diphenyl-4-ethylpyrrole 
• 150582-18-6 3-(2-aminobenzamido)-2,5-diphenylpyrrole 
• 150582-21-1 1,3-diphenyl-2H-pyrrolo<3,4-c>isoquinolin-5-one 
• 410538-50-0 ethyl 5-(3-azidophenyl)-1-(2,5-diphenylpyrrol-3-yl)-2-methylpyrrole-3-carboxylate 
• 410538-47-5 ethyl 5-(3-aminophenyl)-1-(2,5-diphenylpyrrol-3-yl)-2-methylpyrrole-3-carboxylate 

Relevant academic research and scientific papers

Studies in Organic Mass Spectrometry. VIII. The Elecron Impact Mass Spectra of 2,4-Substituted-3-diazo-5-phenylpyrroles

The electron impact mass spectra (75 eV) of the β-diazopyrroles always show the molecular ions and undergo as the main fragmentation process the elimination of nitrogen followed by ring opening reactions leading to benzonitrile either as neutral or charge

PROTONATION OF 3-AMINIOPYRROLES

The protonation of 3-aminopyrroles has been investigated using 1H and 13C n.m.r spectroscopy.The spectral data are compatible with predominant protonation of the amino group with no evidence for protonation of the pyrrole ring.

AZO COUPLING AND AMINOMETHYLATION OF 2,5-DIPHENYLPYRROLE AND ITS DERIVATIVES

The azo coupling of 2,5-diphenylpyrrole with arenediazonium chlorides has given previously unknown 3-arylazopyrroles and 4-phenylazo-3-phenylhydrazono-3H-pyrrole.The methylation and reductive acetylation of the arylazo derivatives have led to N-methylarylazo and acetylamino derivatives of 2,5-diphenylpyrrole. 3-Amino-2,5-diphenylpyrrole has been obtained by the reduction of 3-p-chlorophenylazo-2,5-diphenylpyrrole.The aminomethylation of 2,5-diphenylpyrrole and its derivatives with bis(dialkylamino)methanes had led to aminomethyl derivatives.

The Diverse Carbenic and Cationic Chemistry of 3-Diazo-2,5-diphenylpyrrole

3-Diazo-2,5-diphenylpyrrole (1) thermolyzes and photolyzes to 2,5-diphenyl-3H-pyrrolylidene (3), which inserts into methylene hydrogen of cyclohexane and methyne hydrogen of cumene.Hydrogen abstraction to give 2,5-diphenylpyrrole (7) occurs competitively in these systems.Carbene 3 reacts with cyclohexene, allylbenzene, and 2,3-dimethyl-2-butene to give 3-(allylically substituted)-2,5-diphenylpyrroles (15, 20, 21, and 29) as the only products of olefin incorporation along with 7.The initial position of the double bond in the olefin may be altered in the overall insertion process, and cyclopropanes are not isolable.The apparent behavior of 3 with saturated and olefinic hydrocarbons is as singlet 8s and triplet 9t.Reactions of 3 with anisole (31a) and with toluene (31b), benzenes substituted by electron-donor groups, result in selective ortho and/or para substitution to give 2,5-diphenyl-3-(substituted-phenyl)pyrroles (38a, 35, and 38b) and in hydrogen abstraction to 7.Insertion into the methyl groups and hydrogen abstraction also occur in reactions of 3 with 31b, yielding 3-benzyl-2,5-diphenylpyrrole (39) and 1,2-diphenylethane (40).Benzene (42a), however, reacts thermally or photolytically with 1 to form 1,3-diphenyl-2H-cyclooctapyrrole (46a), a member of a new heterocyclic system.Ring expansions to 4-, 5-, and 6-cyano-1,3-diphenyl-2H-cyclooctapyrroles (46b, 46b', and 46b'') and 4-, 5-, and 6-nitro-1,3-diphenyl-2H-cyclooctapyrroles (46c, 46c', and 46c'') are the principal reactions of 3 with benzonitrile (42b) and nitrobenzene (42c). 3-(m-Nitrophenyl)-2,5-diphenylpyrrole (47b) is also formed from 1 and 42c at 170 deg C.Thermolysis and photolysis of 1 to effect substitution and ringexpansion of benzenes may involve electrophilic attack of 8s to form spiropyrrolonorcaradienes (32).Directed heterolytic ring opening of 32 and (1,5 sigmatropic) rearrangements of hydrogen will rationalize the selective ortho and/or para substitution processes.Cyclooctapyrroles may arise from (electrocyclic) isomerization of 32 to spirocycloheptatrienes 44, (1,5 sigmatropic) rearrangement involving ring expansion to 45, and then hydrogen migration.Triplet photosensitization of 1 in 42a and 42b leads to 2,3,5-triphenylpyrrole (47a) and 3-(o-cyanophenyl)-2,5-diphenylpyrrole (47c), products of aromatic substitution rather than ring expansion.Such photolytic processes may involve generation and then addition of 9t to 42a and 42b, spin inversion of the triplet to singlet diradical intermediates, and successive hydrogen migrations.Aniline (59a), N-methylaniline (59b), and N,N-dimethylaniline are nucleophiles in that they are pyrrylated on nitrogen by 1 at 180 deg C.Primary and secondary alcohols and 1 undergo oxidation/reduction to carbonyls and 7; conversion to 3-alkoxy-2,5-diphenylpyrroles is minor except in the presence of ...