ChemInform Abstract: A Facile 1,2‐Acetoxychlorination Reaction of Olefins by Using the N,N‐Dimethylacetamide/Hydrogen Chloride/M‐Chloroperbenzoic Acid (or Oxone) System.

Kim, H. R.; Oh, Haibum; Park, H. J.; Kim, J. N.; Jeon, Dong-Ju; Ryu, Eung K.

doi:10.1002/chin.199822043

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“… T : GC analysis temperature, (°C); I: isomer; RT: retention time; AC: acetyl derivatives; the elution order of the acetylated enantiomers was assumed from the literature [ 34 , 35 ]; a: 1 H and 13 C NMR spectral data in the appendix; b: 1 H and 13 C NMR spectral data were in agreement with those published in [ 38 ]; c: 1 H and 13 C NMR spectral data were in agreement with those published in [ 42 ]; d: 1 : 10 ratio alcohol : acid; e: reversal of the elution order. …”

Section: Methodssupporting

confidence: 64%

Acylation of Chiral Alcohols: A Simple Procedure for Chiral GC Analysis

Oromí-Farrús

Torres

Canela

2012

Journal of Analytical Methods in Chemistry

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The use of iodine as a catalyst and either acetic or trifluoroacetic acid as a derivatizing reagent for determining the enantiomeric composition of acyclic and cyclic aliphatic chiral alcohols was investigated. Optimal conditions were selected according to the molar ratio of alcohol to acid, the reaction time, and the reaction temperature. Afterwards, chiral stability of chiral carbons was studied. Although no isomerization was observed when acetic acid was used, partial isomerization was detected with the trifluoroacetic acid. A series of chiral alcohols of a widely varying structural type were then derivatized with acetic acid using the optimal conditions. The resolution of the enantiomeric esters and the free chiral alcohols was measured using a capillary gas chromatograph equipped with a CP Chirasil-DEX CB column. The best resolutions were obtained with 2-pentyl acetates (α = 3.00) and 2-hexyl acetates (α = 1.95). This method provides a very simple and efficient experimental workup procedure for analyzing chiral alcohols by chiral-phase GC.

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Section: Methodssupporting

confidence: 64%