Enolate anions. III. Substituent effects of sodium diethyl alkylmalonates in DMSO was written by Kiyooka, Shunichi;Kodani, Tsukasa;Suzuki, Kojiro. And the article was included in Bulletin of the Chemical Society of Japan in 1980.Application In Synthesis of Diethyl isobutylmalonate This article mentions the following:
The conformations of Na enolate anions derived from RCH(CO2Et)2 (I; R = H, Me, Et, Pr, Me2CH, Bu, Me2CHCH2, EtCHMe) were of the Z,Z type, according to their 1H NMR spectra in Me2SO. In the case of Me3CCH(CO2Et)2 (II), such a Z,Z conformation contributes to a lesser extent to the conformations of the Na enolate anion because of repulsion between the tert-Bu substituent and the 2 EtO groups, which exist in 3 types of conformations (Z,Z, Z,E and E,E). All I (R = alkyl) except for II have 2 characteristic IR bands in the 1500-1700 cm-1 region, the bands on the high-frequency side of which have nearly equal wavenos., while those on the low-frequency side correlate well with the substituent constant σ*. In the experiment, the researchers used many compounds, for example, Diethyl isobutylmalonate (cas: 10203-58-4Application In Synthesis of Diethyl isobutylmalonate).
Diethyl isobutylmalonate (cas: 10203-58-4) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Application In Synthesis of Diethyl isobutylmalonate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics