5553-90-2

Basic information

• Product Name: (4Z)-4-(2-bromo-4,5-dimethoxybenzylidene)-1-(4-iodophenyl)pyrazolidine-3,5-dione
• CAS NO: 5553-90-2
• Molecular Formula: C₁₄H₁₀N₂
• Molecular Weight: 529.1232
• Mol File: 5553-90-2.mol
• Article Data: 3

Chemical Properties

• Density: 1.843g/cm³
• Refractive Index: 1.692
• CAS DataBase Reference: (4Z)-4-(2-bromo-4,5-dimethoxybenzylidene)-1-(4-iodophenyl)pyrazolidine-3,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (4Z)-4-(2-bromo-4,5-dimethoxybenzylidene)-1-(4-iodophenyl)pyrazolidine-3,5-dione(5553-90-2)
• EPA Substance Registry System: (4Z)-4-(2-bromo-4,5-dimethoxybenzylidene)-1-(4-iodophenyl)pyrazolidine-3,5-dione(5553-90-2)

Safety Data

• Hazardous Substances Data: 5553-90-2(Hazardous Substances Data)

Upstream product

• 2972-84-1 2-naphthylmethylidenemalononitrile 
• 3001-72-7 DBN 
• 66-99-9 β-naphthaldehyde 
• 109-77-3 malononitrile 
• 922-64-5 1,1-dicyanoethylene 
• 91-20-3 naphthalene 

Relevant articles and documents

Catalyst-Free [3 + 3] Annulation/Oxidation of Cyclic Amidines with Activated Olefins: When the Substrate Olefin Is Also an Oxidant

Herein we describe a catalyst-free regioselective [3 + 3] annulation/oxidation reaction of cyclic amidines such as DBU (1,8-diazabicyclo(5.4.0)undec-7-ene) and DBN (1,5-diazabicyclo(4.3.0)non-5-ene) with activated olefins, i.e., 2-arylidenemalononitriles and 2-cyano-3-aryl acrylates, to afford tricyclic 2-pyridones and pyridin-2(1H)-imines, respectively. The mechanism has been proposed based on DFT calculations. In the reaction, the cyclic amidines serve as C,N-bisnucleophiles for the cyclization, while the olefins play a dual role by acting as both reactants and oxidants.

Catalyst-free chemoselective reduction of the carbon-carbon double bond in conjugated alkenes with Hantzsch esters in water

A simple, efficient and green protocol for chemoselective reduction of carbon-carbon double bond in conjugated alkenes with Hantzsch esters is described. Without any additional catalysts, a series of conjugated alkenes with strong electron-withdrawing groups were reduced in water with excellent yield. Functional groups such as nitrile, ester, nitro, fluoro, chloro, bromo, furanyl and benzyl are all tolerated by the reaction conditions employed. The Royal Society of Chemistry.