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3 protocols using 2 octanone

1

Enzymatic Conversion of Prochiral Ketones

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Acetobacter pasteurianus GIM1.158 was purchased from Guangdong Culture Collection Center. Other strains (Acetobacter sp. CCTCC M209061, Bacillus cereus AS1.126, Pseudomonas putica GIM1.193, Candida parapsilosis CCTCCM203011, Candia tropicalis CICC1316, Saccharomyces cerevisiae GIM 2.34, Rhodotorula sp. AS2.2241, Pseudomonas oleovorans GIM1.304) used in this work were kept in our laboratory (Lab of Applied Biocatalysis, South China University of Technology, China).
2-Octanone (99% purity) and ethyl acetoacetate were purchased from Alfa Aesar (USA). (R)-2-Octanol (98% purity) and (S)-2-octanol (98% purity) were from Sigma-Aldrich (USA). Other prochiral ketones and the corresponding alcohols were obtained from Aldrich-Fluka and were all over 97% purity. All other chemicals were from commercial sources and were of analytical grade.
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2

Bioconversion of 2-Octanone to (R)-2-Octanol

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Acetobacter pasteurianus GIM1.158 was purchased from Guangdong Culture Collection Center. 2-Octanone (99% purity) and ethyl acetoacetate were purchased from Alfa Aesar (USA). (R)-2-Octanol (98% purity) and (S)-2-octanol (98% purity) were from Sigma-Aldrich (USA). The five ILs used in this work, shown in Table 1, were purchased from Lanzhou Institute of Chemical Physics (China). All other chemicals were from commercial sources and were of analytical grade.
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3

Optimized LPME Procedure for Aromatic Amines

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The aromatic amines used (Table 1) were purchased from Sigma-Aldrich (Steinheim, Germany), except for 4-chloro-2-methylaniline and 3-chloro-2,6-dimethylaniline which were purchased from Fluka (Darmstadt, Germany) and Alfa Aesar (Karlsruhe, Germany), respectively.

List of aromatic amines used with their corresponding abbreviation, structure, CAS-number, pKa value of the corresponding anilinium ion, log P value for the neutral compound, and purity

For the LPME optimization, the solvents dodecyl acetate (97%, abbreviated DDA), undecane (≥ 99%, UD), and dihexylether (97%, DHE) were purchased from Sigma-Aldrich, and 2-octanone (98%, 2O) was purchased from Alfa Aesar. Concentrated hydrochloric acid (ACS reagent, 37%, HCl) and sodium hydroxide (98%, NaOH) were purchased from Bernd Kraft (Duisburg, Germany).
During the derivatization, hydriodic acid (ACS reagent, unstabilized, 55%), sodium nitrite (99%), and Alizarin red S (98%) obtained from Sigma-Aldrich, and sodium sulfite (puriss. p.a., ACS reagent, RT, ≥ 98%) and sulfamic acid (T, ≥ 99%) from Fluka were used.
Diethyl ether (DEE) and HPLC grade methanol were purchased from Fisher Scientific (Schwerte, Germany), and ultrapure water was obtained from a PureLab Ultra water system from ELGA LabWater (Celle, Germany).
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