Competition between the β-hydroxylation of a primary and a tertiary carbon atom in rats was written by Moubarik, Soumaya Chraibi-Ben;Menager, Sabine;Lafont, Olivier. And the article was included in European Journal of Medicinal Chemistry in 2000.Name: Diethyl isobutylmalonate This article mentions the following:
In order to study the effect of steric hindrance on competition between two kinds of β-hydroxylation, a compound bearing on a pyrimidinetrione nucleus both a branched side chain with a tertiary carbon atom in position β (iso-Bu group) and a linear side chain (Et group), was selected and administered to rats. Urine and feces were collected and extracted Hydroxymetabolites and their derivatives were isolated and then identified. The β-hydroxylation of the linear chain was more important than the β-hydroxylation of the branched chain. Steric hindrance plays a decisive role in this regioselectivity. In the experiment, the researchers used many compounds, for example, Diethyl isobutylmalonate (cas: 10203-58-4Name: Diethyl isobutylmalonate).
Diethyl isobutylmalonate (cas: 10203-58-4) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. 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. Name: Diethyl isobutylmalonate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics