1906-96-3

Basic information

• Product Name: DIETHYL 4-PENTENYLMALONATE
• Synonyms: DIETHYL 4-PENTENYLMALONATE
• CAS NO: 1906-96-3
• Molecular Formula: C₁₂H₂₀O₄
• Molecular Weight: 228.28
• Mol File: 1906-96-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: DIETHYL 4-PENTENYLMALONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL 4-PENTENYLMALONATE(1906-96-3)
• EPA Substance Registry System: DIETHYL 4-PENTENYLMALONATE(1906-96-3)

Safety Data

• Hazardous Substances Data: 1906-96-3(Hazardous Substances Data)

Upstream product

• 996-82-7 sodium diethylmalonate 
• 1119-51-3 bromopentene 
• 821-09-0 n-Pent-4-enyl alcohol 
• 1292288-79-9 diethyl 1-chlorohex-5-ene-1,1-dicarboxylate 
• 105-53-3 diethyl malonate 
• 1192-30-9 tetrahydrofurfuryl bromide 
• 3003-84-7 Tetrahydrofurfuryl chloride 
• 1559-02-0 diethyl cyclopropane-1,1-dicarboxylate 
• 762-72-1 allyl-trimethyl-silane 
• 21500-57-2 lithium dilallyl cuprate 

Downstream Products

• 25118-23-4 ethyl 6-heptenoate 
• 5222-68-4 (+/-)-trans-2-methyl-cyclopentane-carboxylic acid-⁽¹⁾-ethyl ester 
• 1414651-80-1 C₃₄H₅₀O₁₀ 
• 1414652-33-7 C₃₂H₄₆O₈ 
• 13159-19-8 diethyl (E)-2-(5-phenylpent-4-enyl)malonate 
• 10325-17-4 bishomoallylglycine 
• 1119-60-4 hept-6-enoic acid 
• 1026370-94-4 8-(4-Chloro-benzenesulfonylamino)-2-(5-pyridin-3-yl-pentyl)-octanoic acid ethyl ester 
• 83532-92-7 C₃₆H₃₈N₄O₈ 
• 83532-90-5 C₂₂H₂₆Br₂N₂O₄ 
• 83532-88-1 C₂₂H₂₆Cl₂N₂O₄ 
• 83532-86-9 C₂₂H₂₆N₂O₄ 
• 83313-01-3 (1S,2S)-2-Hexyl-1-methyl-3-methylene-cyclohexane 
• 83312-97-4 2-(3-Methylene-cyclohexyl)-N-phenyl-acetamide 

Relevant articles and documents

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Rate constant data and Arrhenius parameters have been determined for a series of substituted hexenyl radicals of differing electronic and steric demand. Electron-withdrawing groups (CF3, CO2Et) directly attached to the radical centre slighly accelerate 5-exo ring-closure (k cis + ktrans ～ 2.1 × 105 s -1 at 25°) relative to donating groups (OMe; 1.6 × 10 5 s-1 at 25°). Sterically demanding groups (tert-Bu), as expected, slow the cyclization process (1 × 105 s -1). These observations are consistent with subtle changes in activation energy for 5-exo ring-closure. Interestingly, the nature of the solvent would appear to have a significant influence on this chemistry with the cis/trans stereoselectivity sometimes improved as the solvent polarity is increased. Except for the system containing the CF3 (electron-withdrawing) group which displays an increase in the cyclization/capture rate constant (kc/kH), a general decrease in the kc/kH ratio as solvent polarity is increased is noted; these changes have been speculated to arise mainly from changes in kH in the various solvents employed.