28494-49-7

Basic information

• Product Name: 1H-Pyrrole-2-carbonyl chloride, 4-nitro- (9CI)
• Synonyms: 1H-Pyrrole-2-carbonyl chloride, 4-nitro- (9CI)
• CAS NO: 28494-49-7
• Molecular Formula: C₅H₃ClN₂O₃
• Molecular Weight: 174.54192
• Product Categories: ACIDHALIDE
• Mol File: 28494-49-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Pyrrole-2-carbonyl chloride, 4-nitro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole-2-carbonyl chloride, 4-nitro- (9CI)(28494-49-7)
• EPA Substance Registry System: 1H-Pyrrole-2-carbonyl chloride, 4-nitro- (9CI)(28494-49-7)

Safety Data

• Hazardous Substances Data: 28494-49-7(Hazardous Substances Data)

Usage

Derived from

Pyrrole (a five-membered aromatic heterocyclic compound)

Groups present

Carbonyl chloride group, nitro group

Suitable for

Various chemical reactions and organic syntheses

Used in

Production of pharmaceuticals and agrochemicals

Known for

Strong electrophilic nature and reactivity towards nucleophiles

Value in organic chemistry

Valuable building block

Precautions

Handle with caution due to potential hazards and reactivity.

Upstream product

• 5930-93-8 4-nitropyrrole-2-carboxylic acid 
• 5930-92-7 Ethyl 4-nitropyrrole-2-carboxylate 

Downstream Products

• 113598-34-8 (4R)-(-)-anthelvencin A 
• 113598-28-0 (4S)-(+)-Anthelvencin A 
• 851590-22-2 N-{4-[N-benzyl-N-(t-butoxycarbonyl)amino]-1-methylpyrrole-2-carbonyl}pyrrolidine 
• 851590-15-3 N-[4-(2-nitrophenylamino)-1-methylpyrrole-2-carbonyl]pyrrolidine 
• 851590-03-9 [1-methyl-4-(4-nitro-phenylamino)-1H-pyrrol-2-yl]-pyrrolidin-1-yl-methanone 
• 851590-19-7 [4-(3,5-dimethyl-phenylamino)-1-methyl-1H-pyrrol-2-yl]-pyrrolidin-1-yl-methanone 
• 851590-04-0 N-[4-(4-cyanophenylamino)-1-methylpyrrole-2-carbonyl]pyrrolidine 

Relevant articles and documents

Substituent effects on aromatic stacking interactions

Synthetic supramolecular zipper complexes have been used to quantify substituent effects on the free energies of aromatic stacking interactions. The conformational properties of the complexes have been characterised using NMR spectroscopy in CDCl3, and by comparison with the solid state structures of model compounds. The structural similarity of the complexes makes it possible to apply the double mutant cycle method to evaluate the magnitudes of 24 different aromatic stacking interactions. The major trends in the interaction energy can be rationalised using a simple model based on electrostatic interactions between the π-faces of the two aromatic rings. However, electrostatic interactions between the substituents of one ring and the π-face of the other make an additional contribution, due to the slight offset in the stacking geometry. This property makes aromatic stacking interactions particularly sensitive to changes in orientation as well as the nature and location of substituents. This journal is The Royal Society of Chemistry.

Total synthesis and absolute configuration of the antibiotic oligopeptide (4S)-(+)-anthelvencin A and its 4R-(-) enantiomer

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