66684-75-1

Basic information

• Product Name: 1,3-diethyl 2-[(2E)-3-phenylprop-2-en-1-ylidene]propanedioate
• CAS NO: 66684-75-1
• Molecular Weight: 274.317
• Mol File: 66684-75-1.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 1,3-diethyl 2-[(2E)-3-phenylprop-2-en-1-ylidene]propanedioate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-diethyl 2-[(2E)-3-phenylprop-2-en-1-ylidene]propanedioate(66684-75-1)
• EPA Substance Registry System: 1,3-diethyl 2-[(2E)-3-phenylprop-2-en-1-ylidene]propanedioate(66684-75-1)

Safety Data

• Hazardous Substances Data: 66684-75-1(Hazardous Substances Data)

Upstream product

• 104-55-2 3-phenyl-propenal 
• 105-53-3 diethyl malonate 
• 14371-10-9 (E)-3-phenylpropenal 
• 631-22-1 diethyl dibromomalonate 
• 156462-94-1 2-((E)-Styryl)-naphtho[1,8-de][1,3]dithiine 
• 5256-74-6 1,3-diethyl 2-diazopropanedioate 
• 181023-31-4 9-((E)-Styryl)-7,10-dithia-cyclohepta[de]naphthalene-8,8-dicarboxylic acid diethyl ester 
• 685-87-0 Diethyl 2-bromomalonate 
• 64-17-5 ethanol 
• 676551-01-2 2-((Z)-3-Phenyl-allylidene)-malonic acid 
• 110-89-4 piperidine 

Downstream Products

• 63082-55-3 diethyl (E)-cinnamyl malonate 
• 960283-15-2 (4E)-ethyl 2-ethoxycarbonyl-3-methylene-5-phenyl-4-pentenoate 
• 924882-07-5 (E)-diethyl 2-(2'-phenyl)ethenylcyclopropane-1,1-dicarboxylate 

Relevant articles and documents

Divergent Rearrangements of Vinylcyclopropane into Skipped Diene and Cyclopentene: Mechanism, Scope, and Limitations

Vinylcyclopropanes are versatile intermediates in organic synthesis which undergo various rearrangements. We report a new rearrangement of vinylcyclopropane into skipped diene. A detailed mechanistic study revealed that this transformation involves regioselective ring-opening of the cyclopropane ring followed by 1,2-migration of one of the cyclopropane substituents. Interestingly, our investigations showed that skipped diene is the kinetic product of the process but formation of a more stable cyclopentene is also accessible. The fundamental understanding of the processes involved enabled the development of divergent methodologies allowing to obtain cyclopentene or skipped diene from vinylcyclopropane in a selective and controlled manner.

Palladium-Catalyzed Asymmetric 1,6-Addition of Diarylphosphines to Allylidenemalonates for Chiral Phosphine Synthesis

A pincer-palladium-catalyzed asymmetric 1,6-addition of diarylphosphines to allylidenemalonates has been developed for the synthesis of chiral allylic phosphines with up to 89% ee under mild conditions.

Organocatalytic asymmetric annulation of 1,3-bis(alkoxycarbonyl)buta-1,3- dienes and aldehydes

Asymmetric organocatalytic annulation of E/Z isomeric mixtures of bis(alkyl carboxylate)buta-1,3-dienes and aldehydes has been realized via enamine catalysis. In the presence of α,α-diphenyl-2-pyrrolidinemethanol trimethylsilyl ether, excellent stereo- and enantioselectivities were achieved for a broad spectrum of substrates.