174312-75-5

Basic information

• Product Name: diethyl 2-allyl-2-(2-phenylethyl)malonate
• Synonyms: diethyl 2-allyl-2-(2-phenylethyl)malonate
• CAS NO: 174312-75-5
• Molecular Weight: 304.386
• Mol File: 174312-75-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: diethyl 2-allyl-2-(2-phenylethyl)malonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 2-allyl-2-(2-phenylethyl)malonate(174312-75-5)
• EPA Substance Registry System: diethyl 2-allyl-2-(2-phenylethyl)malonate(174312-75-5)

Safety Data

• Hazardous Substances Data: 174312-75-5(Hazardous Substances Data)

Upstream product

• 6628-68-8 ethyl 2-(ethoxycarbonyl)-4-phenylbutanoate 
• 106-95-6 allyl bromide 
• 3092-20-4 diethyl 2-phenylcyclopropane-1,1-dicarboxylate 

Downstream Products

• 1444623-10-2 diethyl 7-(2-iodobenzoyloxy)-7-phenyl-1,1,1-trifluoroheptane-5,5-dicarboxylate 

Relevant articles and documents

Ring opening of cyclopropanemonocarboxylates and 1,1- cyclopropanedicarboxylates using samarium(II) diiodide (SmI2)-HMPA-THF system

The cyclopropane ring in 2-substituted 1,1-cyclopropanedicarboxylates was regioselectively opened by using samarium(II) diiodide (Sml2) in a hexamethylphosphoric triamide (HMPA)-tetrahydrofuran (THF) (1:10) system under mild and neutral conditions to give (2-substituted ethyl)malonates in moderate to good yields. The cyclopropane ring in 2-substituted cyclopropanecarboxylates or 2-substituted 3- (trimethylsilyl)cyclopropanecarboxylates was similarly cleaved regioselectively by using Sml2 in a HMPA-THF (1:1) system to give 4- arylbutyrates or 4-aryl-3-(trimethylsilyl)butyrates in 16-89% yields. The reaction mechanism of these ring-opening reactions is discussed.