132253-56-6

Basic information

• Product Name: 1-(2-BROMO-PHENYL)-2,5-DIMETHYL-1H-PYRROLE
• Synonyms: 1-(2-BROMO-PHENYL)-2,5-DIMETHYL-1H-PYRROLE;AKOS BB-3535;N-(2-BROMOPHENYL)-2,5-DIMETHYLPYRROLE;1-(2-BroMophenyl)-2,5-diMethylpyrrole
• CAS NO: 132253-56-6
• Molecular Formula: C₁₂H₁₂BrN
• Molecular Weight: 250.13
• Mol File: 132253-56-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 329.8±30.0 °C(Predicted)
• Appearance: /
• Density: 1.31±0.1 g/cm3(Predicted)
• PKA: -3.37±0.70(Predicted)
• CAS DataBase Reference: 1-(2-BROMO-PHENYL)-2,5-DIMETHYL-1H-PYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-BROMO-PHENYL)-2,5-DIMETHYL-1H-PYRROLE(132253-56-6)
• EPA Substance Registry System: 1-(2-BROMO-PHENYL)-2,5-DIMETHYL-1H-PYRROLE(132253-56-6)

Safety Data

• Hazardous Substances Data: 132253-56-6(Hazardous Substances Data)

Usage

General Description

1-(2-Bromo-phenyl)-2,5-dimethyl-1H-pyrrole is a chemical compound with the molecular formula C11H11BrN. It is a pyrrole derivative with a bromine-substituted phenyl group and two methyl groups attached to the pyrrole ring. 1-(2-BROMO-PHENYL)-2,5-DIMETHYL-1H-PYRROLE is commonly used in organic synthesis and pharmaceutical research due to its unique structural features and reactivity. It may also have potential applications in the development of new materials and medicinal compounds. Additionally, the presence of a bromine atom in the phenyl group makes this compound a useful intermediate in the synthesis of more complex organic molecules. Overall, 1-(2-Bromo-phenyl)-2,5-dimethyl-1H-pyrrole is an important chemical building block with versatile uses in various scientific and industrial fields.

Upstream product

• 615-36-1 2-bromoaniline 
• 74-86-2 acetylene 
• 110-13-4 2,5-hexanedione 

Downstream Products

• 1147015-07-3 4-{[2-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl]ethynyl}-7H-pyrrolo[2,3-d]pyrimidine 
• 1616734-31-6 1-(2-(diphenylphosphino)phenyl)-2,5-dimethyl-1H-pyrrole 
• 688010-78-8 C₁₈H₁₈BrN₃OS 
• 662154-13-4 1-(2-bromophenyl)-2,5-dimethyl-1H-pyrrole-3-carbaldehyde 
• 1237588-09-8 2-(2',5'-dimethylpyrrole)(di(1-adamantyl)phosphino)benzene 
• 188825-09-4 6-[2-(2,5-Dimethyl-pyrrol-1-yl)-phenyl]-7-hydroxy-8,9-diisopropoxy-6H-oxazolo[5,4,3-ij]quinolin-2-one 
• 188825-10-7 6-(2-Amino-phenyl)-7-hydroxy-8,9-diisopropoxy-6H-oxazolo[5,4,3-ij]quinolin-2-one 
• 188825-08-3 1-(tert-butoxycarbonyl)-4-[2-(2,5-dimethylpyrrol-1-yl)phenyl]-1,4-dihydropyridine 

Relevant articles and documents

Superbase-promoted multi-molecular acetylene/arylamine self-organization to 1-arylpyrroles

A new superbase-promoted reaction of acetylene involves self-organization of its three molecules with one molecule of arylamine in KOH/DMSO system to afford 1-aryl-2,5- dimethylpyrroles in up to 63% yields. The key step of this reaction cascade is assumed to be the nucleophilic addition of acetylene to the C = N bond of the intermediate aldimine (aza-Favorsky reaction).

Design and development of pyrrole carbaldehyde: An effective pharmacophore for enoyl-ACP reductase

Enoyl-ACP reductase is the key enzyme involved in FAS-II synthesis of mycolic acid in bacterial cell wall and is a promising target for discovering new chemical entity. The designed pharmacophores are the possible better tools to combat mutation in enoyl-ACP enzyme, which leads to a decrease in volume of triclosan binding site. Compound 3a showed H-bonding interactions similar to that of triclosan with enoyl-ACP enzyme and with a better docking score (C score 8.81), while the compound 3f showed additional interaction with MET98.H amino acid residue. The 3D-QSAR computations also support the docking study to develop novel pyrrole-based derivatives. Graphical abstract: Molecular docking 3D-QSAR studies and synthesis of active analogs of pyrrole carbaldehyde as better receptor fit pharmacophore for enoyl-ACP reductase along with in vitro antitubercular activity. (Figure Presented).

Steric vis-??-vis electronic influence of phosphines on biaryl motif: Ligand design for coupling reactions with Chloroarenes

In order to assess relative contribution of steric factors and electron-richness of phosphine ligands on biaryl-type scaffolds, a set of 1-aryl-pyrazole/pyrrole derived ligands L1-L6 featuring either aryldicyclohexylphosphino or aryldiphenylphosphino donor group was synthesized. A bidentate coordination mode of ligands L1 or L2 was evident from a representative crystal structure that implied a possible hemilabile participation to facilitate catalytic steps. With N-arylpyrroles (L3-L5), where the second nitrogen donor on the heterocycle is absent, coupling reactions of unactivated chloroarenes still proceeded with comparable efficiency. Thus, suitably endowed triarylphosphines were found to be as efficient as more expensive aryldialkylphosphine analogs in reactions with chloroarenes, extending the scope of ligand design.