Asymmetric reduction of substituted acetophenones using once immobilized Rhodotorula glutinis cells was written by Kurbanoglu, Esabi B.;Zilbeyaz, Kani;Ozdal, Murat;Taskin, Mesut;Kurbanoglu, Namudar I.. And the article was included in Bioresource Technology in 2010.Name: (S)-1-(2-Fluorophenyl)ethanol This article mentions the following:
The asym. reductions of acetophenone and its analogs using once immobilized Rhodotorula glutinis cells were studied. The performance and reaction parameters of the immobilized cells were also investigated and it was determined that the cells could be used 15 times in batch processes. All chiral alcs. obtained using purification procedures were of sufficient enantiopurity (>99%) of the (S)-enantiomer. The applicability of the optimized process for a preparative scale bioreduction was shown. Under the optimum conditions, 35 mM (4.3 g) of the product ((S)-1-phenylethanol) was produced from 45 mM (5.4 g) of the substrate (acetophenone) with one time immobilized R. glutinis EBK-2 cells (6 g wet weight). The yield was calculated as 77%. In this study, it was found that the buffer level had a very significant effect on the reaction activity. Our results demonstrate that the optimized process can be implemented on a preparative scale. In the experiment, the researchers used many compounds, for example, (S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4Name: (S)-1-(2-Fluorophenyl)ethanol).
(S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Name: (S)-1-(2-Fluorophenyl)ethanol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts