82819-46-3

Basic information

• Product Name: Propanedioic acid, (4-phenyl-2-butenyl)-, diethyl ester, (E)-
• CAS NO: 82819-46-3
• Molecular Formula: C17H22O4
• Molecular Weight: 290.359
• Mol File: 82819-46-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, (4-phenyl-2-butenyl)-, diethyl ester, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, (4-phenyl-2-butenyl)-, diethyl ester, (E)-(82819-46-3)
• EPA Substance Registry System: Propanedioic acid, (4-phenyl-2-butenyl)-, diethyl ester, (E)-(82819-46-3)

Safety Data

• Hazardous Substances Data: 82819-46-3(Hazardous Substances Data)

Upstream product

• 105-53-3 diethyl malonate 
• 7686-78-4 diethyl 2-vinylcyclopropane-1,1-dicarboxylate 
• 98-80-6 phenylboronic acid 
• 108-90-7 chlorobenzene 
• 71-43-2 benzene 
• 591-50-4 iodobenzene 
• 106-99-0 buta-1,3-diene 
• 108-86-1 bromobenzene 

Downstream Products

• 145285-56-9 (E)-ethyl 6-phenylhex-4-enoate 

Relevant articles and documents

Ring-Opening of Vinylcyclopropane-1,1-dicarboxylates by Boronic Acids under Ligandless Palladium Catalysis in Neat Water

We report a highly efficient ring-opening reaction of vinylcyclopropanes by boronic acids in water, using palladium nanoparticles formed from Pd(OAc)2 under ligandless conditions. Unsubstituted vinylcyclopropanes provide linear addition products with high selectivity, while a switch in regioselectivity to branched products is observed for aryl-substituted vinylcyclopropanes.

Palladium-catalyzed coupling of allylboronic acids with iodobenzenes. Selective formation of the branched allylic product in the absence of directing groups

Palladium-catalyzed coupling reactions of functionalized allylboronic acids with iodobenzenes were achieved under standard Suzuki-Miyaura coupling conditions. The coupling reactions afforded selectively the branched allylic products in high to excellent y

Bis(trimethylsilyl) Sulfate Catalysis in γ-Lactonization of Cyclopropanecarboxylates Activated by Carbonyl Substituents on α-Carbon

The title reaction of 1-carbonyl substituted cyclopropanecarboxylates proceeds under C(1)-C(2) bond cleavage to produce γ-lactones.Stereochemically, the reaction takes two pathways: (1) substrates with a cationstabilizing group like vinyl on C(2) give thermodynamically favored γ-lactones having the thermodynamically more stable arrangement of substituents irrespective of the configuration of the cyclopropane substrates, (2) substrates without such a cation-stabilizing group afford γ-lactones under ca. 70percent inversion at C(2) reaction center.