An Inexpensive Air-Stable Titanium-Based System for the Conversion of Esters to Primary Alcohols was written by Reding, Matthew T.;Buchwald, Stephen L.. And the article was included in Journal of Organic Chemistry in 1995.Quality Control of Methyl 2-thienylacetate This article mentions the following:
Polymethylhydrosiloxane, when combined with titanium(IV) isopropoxide, provides a convenient system for the conversion of esters to the corresponding primary alcs. in the presence of a wide range of functional groups. Reactions are carried out as mixtures of the neat reaction components; workup with aqueous alk. THF affords primary alcs. in good to excellent yields. The system tolerates primary alkyl bromides and iodides, olefins, epoxides, and alkynes. Steric differentiation of Me and tert-Bu esters is also possible. The results observed in the parent and related reactions argue against pathways involving Lewis-acid catalysis and anionic hydridosilicate-mediated reductions, and instead support a neutral titanium hydride complex or strongly associated titanium/silane complex as the active reducing agent. In the experiment, the researchers used many compounds, for example, Methyl 2-thienylacetate (cas: 19432-68-9Quality Control of Methyl 2-thienylacetate).
Methyl 2-thienylacetate (cas: 19432-68-9) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. 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. Quality Control of Methyl 2-thienylacetate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics