15031-03-5

Basic information

• Product Name: 2-(1H-PYRROL-2-YLMETHYLENE)MALONONITRILE
• Synonyms: 2-(1H-PYRROL-2-YLMETHYLENE)MALONONITRILE;2-(1H-PYRROL-2-YLMETHYLIDENE)MALONONITRILE;RARECHEM AL BX 0174;SALOR-INT L158577-1EA;2-[(1H-pyrrol-2-yl)methylidene]propanedinitrile
• CAS NO: 15031-03-5
• Molecular Formula: C₈H₅N₃
• Molecular Weight: 143.15
• Mol File: 15031-03-5.mol
• Article Data: 22

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(1H-PYRROL-2-YLMETHYLENE)MALONONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1H-PYRROL-2-YLMETHYLENE)MALONONITRILE(15031-03-5)
• EPA Substance Registry System: 2-(1H-PYRROL-2-YLMETHYLENE)MALONONITRILE(15031-03-5)

Safety Data

• Hazardous Substances Data: 15031-03-5(Hazardous Substances Data)

Usage

Appearance

Yellow to reddish-brown crystalline powder A solid substance with a yellow to reddish-brown color and a crystalline structure.

Solubility

Insoluble in water, soluble in organic solvents It does not dissolve in water but dissolves easily in certain organic solvents.

Usage in organic synthesis

Building block for various other chemicals It serves as an essential component in the synthesis of a wide range of chemical compounds.

Applications

Manufacturing of pharmaceuticals and agrochemicals It is used as a key ingredient in the production of medications and agricultural chemicals.

Potential applications

Organic light-emitting diodes (OLEDs), fluorescent probe for metal ion detection It has been researched for its possible use in creating OLEDs and as a tool for detecting metal ions.

Safety precautions

Harmful if ingested, inhaled, or in contact with skin Proper handling and safety measures should be taken to avoid adverse health effects.

Upstream product

• 1003-29-8 2-pyrrole aldehyde 
• 109-77-3 malononitrile 
• 405219-09-2 2-(1-diethoxymethyl-1H-pyrrole-2-yl)methylenecarbodinitrile 
• 109-97-7 pyrrole 
• 123-06-8 Ethoxymethylenemalononitrile 

Downstream Products

• 771566-23-5 2-((1-(phenylsulfonyl)-1H-pyrrol-2-yl)methylene)malononitrile 
• 845294-44-2 N-acetyl-2-pyrrolylmethylidenemalononitrile 

Relevant articles and documents

Enantioselective Michael addition to vinyl phosphonatesviahydrogen bond-enhanced halogen bond catalysis

An asymmetric Michael addition of malononitrile to vinyl phosphonates was accomplished by hydrogen bond-enhanced bifunctional halogen bond (XB) catalysis. NMR titration experiments were used to demonstrate that halogen bonding, with the support of hydrogen-bonding, played a key role in the activation of the Michael acceptors through the phosphonate group. This is the first example of the use of XBs for the activation of organophosphorus compounds in synthesis. In addition, the iodo-perfluorophenyl group proved to be a better directing unit than different iodo- and nitro-substituted phenyl groups. The developed approach afforded products with up to excellent yields and diastereoselectivities and up to good enantioselectivities.

Ammonium chloride catalyzed Knoevenagel condensation in PEG-400 as ecofriendly solvent

A simple and selective green methodology has been successfully developed for Knoevenagel condensation in polyethylene glycol-400 using 10 mol % ammonium chloride as catalyst. The method is applicable to a wide range of aromatic, heteroaromatic and α,β-unsaturated aldehydes. The reactions have been found to be clean and free from the formation of the Michael adduct.

Hydroquinone and benzoquinone-catalyzed aqueous Knoevenagel condensation

A Knoevenagel condensation of various aldehydes with malononitrile effectively proceeded in the presence of hydroquinone/benzoquinone mixed catalysts at room temperature in H2O. Furthermore, γ-deuterium-labeled α,β-unsaturated nitrile derivatives were als