13434-47-4

Basic information

• Product Name: β-Aethyl-α-cyan-trans-zimtsaeure-aethylester
• CAS NO: 13434-47-4
• Molecular Weight: 229.279
• Mol File: 13434-47-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: β-Aethyl-α-cyan-trans-zimtsaeure-aethylester(CAS DataBase Reference)
• NIST Chemistry Reference: β-Aethyl-α-cyan-trans-zimtsaeure-aethylester(13434-47-4)
• EPA Substance Registry System: β-Aethyl-α-cyan-trans-zimtsaeure-aethylester(13434-47-4)

Safety Data

• Hazardous Substances Data: 13434-47-4(Hazardous Substances Data)

Upstream product

• 105-56-6 ethyl 2-cyanoacetate 
• 93-55-0 1-phenyl-propan-1-one 
• 186581-53-3 diazomethane 
• 14533-92-7 ethyl (E)-2-cyano-3-methyl-3-phenyl-2-propenoate 

Relevant articles and documents

Benzopyrans: Part 32 - Reaction of some simple condensates of 4-oxo-4H-1-benzopyran-3-carboxaldehydes with diazomethane - Synthesis of heterocycles linked to 3-position of benzopyran

Diazomethane adds to the exocyclic alkenic bond of acrylic esters (2) and (3) (R1 = H, Me, and/or Cl); the resultant 1-pyrazoline (10) from the former gives on heating the dihydrofuran (17) whereas compound (11) obtained from the latter affords the β-methylated alkene (7).Unlike its analogues 2 and 3, the α-cyanoacrylic ester (4) on treatment with diazomethane furnishes the dihydrofuran (18), a stereoisomeric mixture of cyclopropane (20) and pyrazoline (14).The dihydrofuran (18) on heating at 180 deg C for 30 min followed by chromatography over alumina gives innearly quantitative yield cyclopropane (20).Thermal rearrangement of 18 to 20 is the first example of a reversed alkoxycarbonylcyclopropane -> 5-alkoxy-2,3-dihydrofuran transformation.When α-cyanoesters (21-24) are treated with diazomethane, no dihydrofurans are indicated.