30186-41-5

Basic information

• Product Name: 1-(4-NITROPHENYL)-1H-PYRROLE-2-CARBALDEHYDE
• Synonyms: ART-CHEM-BB B006903;AKOS B006903;AKOS AUF01650;1-(4-NITROPHENYL)-1H-PYRROLE-2-CARBALDEHYDE;1-(4-NITROPHENYL)-1H-PYRROLE-2-CARBOXALDEHYDE;1-(4-nitrophenyl)-2-pyrrolecarboxaldehyde;1-(4-nitrophenyl)pyrrole-2-carbaldehyde
• CAS NO: 30186-41-5
• Molecular Formula: C₁₁H₈N₂O₃
• Molecular Weight: 216.19
• Mol File: 30186-41-5.mol

Chemical Properties

• Melting Point: 166.5 °C
• Boiling Point: 398.6°Cat760mmHg
• Flash Point: 194.8°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 1.46E-06mmHg at 25°C
• Refractive Index: 1.623
• PKA: -10.20±0.70(Predicted)
• CAS DataBase Reference: 1-(4-NITROPHENYL)-1H-PYRROLE-2-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-NITROPHENYL)-1H-PYRROLE-2-CARBALDEHYDE(30186-41-5)
• EPA Substance Registry System: 1-(4-NITROPHENYL)-1H-PYRROLE-2-CARBALDEHYDE(30186-41-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 30186-41-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-(4-NITROPHENYL)-1H-PYRROLE-2-CARBALDEHYDE is used as a building block for the synthesis of various functionalized pyrrole derivatives. Its presence of a carbaldehyde group allows for further chemical reactions, making it a key component in the creation of complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 1-(4-NITROPHENYL)-1H-PYRROLE-2-CARBALDEHYDE is utilized as a starting material for the development of new drugs. Its unique structure and functional groups can be modified to target specific biological pathways, potentially leading to the discovery of novel therapeutic agents.
Used in Chemical Research:
1-(4-NITROPHENYL)-1H-PYRROLE-2-CARBALDEHYDE is employed as a research tool in chemical studies. Its reactivity and structural properties make it suitable for investigating various chemical reactions and mechanisms, contributing to the advancement of chemical knowledge and technology.
Used in Material Science:
1-(4-NITROPHENYL)-1H-PYRROLE-2-CARBALDEHYDE may also find applications in material science, where its structural features could be leveraged to develop new materials with specific properties, such as in the creation of organic electronic devices or advanced polymers.

InChI:InChI=1/C11H8N2O3/c14-8-11-2-1-7-12(11)9-3-5-10(6-4-9)13(15)16/h1-8H

Upstream product

• 98-01-1 furfural 
• 100-01-6 4-nitro-aniline 
• 1003-29-8 2-pyrrole aldehyde 
• 350-46-9 4-Fluoronitrobenzene 

Downstream Products

• 43053-81-2 1-(4-nitrophenyl)-2-pyrrolecarbonitrile 
• 82766-06-1 4,5-dibromo-1-(4-nitrophenyl)-2-formylpyrrole 
• 82766-08-3 3,4-dibromo-1-(4-nitrophenyl)-2-formylpyrrole 
• 82766-07-2 1-(4-nitrophenyl)-4-bromo-2-formylpyrrole 
• 82766-05-0 1-(4-nitrophenyl)-5-bromo-2-formylpyrrole 
• 68414-86-8 1-(4-nitrophenyl)-Δ³-pyrrolin-2-one 
• 124475-62-3 1-(p-Nitrophenyl)-2-formylpyrrole s-cis-anti-oxime 
• 124475-61-2 1-(p-Nitrophenyl)-2-formylpyrrole s-trans-syn-oxime 
• 82552-86-1 1-(4-nitrophenyl)-1H-pyrrole-2-carboxylic acid 
• 90828-51-6 1-(p-Nitrophenyl)-3-formylpyrrole 
• 65833-16-1 3,4-dibromo-1-(4-nitrophenyl)-1H-pyrrole-2,5-dione 
• 4338-06-1 N-(4-nitrophenyl)maleimide 
• 122275-92-7 N-(4-{[1-[1-(4-Nitro-phenyl)-1H-pyrrol-2-yl]-meth-(E)-ylidene]-amino}-phenyl)-acetamide 
• 122275-82-5 (4-Bromo-phenyl)-[1-[1-(4-nitro-phenyl)-1H-pyrrol-2-yl]-meth-(E)-ylidene]-amine 

Relevant articles and documents

First hyperpolarizability orientation in asymmetric pyrrole-based polyene chromophores

Novel, asymmetrically shaped, pyrrole-based polyene chromophores were designed to obtain a large angle θ(μ,βmax) between the directions of the maximum first hyperpolarizability βmax and the dipole moment μ, by introducing an asymmetric core pyrrole into the π-conjugated polyene bridge of the chromophore. Asymmetric N-substituted pyrrolic nonlinear optical chromophores based on configurationally locked polyene (CLP) were synthesized and their first hyperpolarizabilities were theoretically determined using density functional theory (DFT). High asymmetry with an angle θ(μ,βmax) between the dipole moment μ and the main direction of the charge-transfer transition βmax of up to 48° was achieved.

SYNTHESIS AND SPECTRAL PROPERTIES OF 1-ARYL-2-FORMYLPYRROLES

Various 1-aryl-2-formylpyrroles were synthesized by reaction of furfurol with substituted anilines.For p-bromo- and p-chlorophenyl substituents, the intermediate Schiff bases were isolated.

Reactions of Stenhouse Salts. III Transformation Products Under Acidic and Basic Conditions

Mild acid treatment of alcoholic solutions of Stenhouse salts has been shown to yield a mixture of the corresponding N-arylpyrrole-2-carbaldehyde and the N-aryl-3-hydroxypyridinium salt.Treatment of alcoholic solutions of the Stenhouse salts with a variety of bases leads to 4-substituted 2-arylaminocyclopent-2-enones.

PREPARATION OF 1-(4-NITROPHENYL)-2-FORMYLPYRROLE FROM FURFURAL

The products of the condensation of furfural with p-nitroaniline in an acidic medium in various solvents were investigated.It was established that the wellknown method gives 1-(4-nitrophenyl)-2-pyrrole in no higher than 55percent yield and 2,3-bis(4-nitro