Chiral Derivatization of Hydroxycarboxylic Acids Using 2,4,6-Trichlorobenzoyl Chloride as a Highly Efficient Regioselective Esterification Reagent for Gas Chromatography-Mass SpectrometryChiral Derivatization of Hydroxycarboxylic Acids Using 2,4,6-Trichlorobenzoyl Chloride as a Highly Efficient Regioselective Esterification Reagent for Gas Chromatography-Mass Spectrometry
- Other Titles
- Chiral Derivatization of Hydroxycarboxylic Acids Using 2,4,6-Trichlorobenzoyl Chloride as a Highly Efficient Regioselective Esterification Reagent for Gas Chromatography-Mass Spectrometry
- Authors
- Park, Jeong Hyeok; Han, Sang Yun
- Issue Date
- Dec-2020
- Publisher
- 사단법인 한국질량분석학회
- Keywords
- 2; 4; 6-trichlorobenzoyl chloride; chiral separation; GC-MS; hydroxycarboxylic acids; O-acetylated L-menthyl esters
- Citation
- Mass Spectrometry Letters, v.11, no.4, pp.103 - 107
- Journal Title
- Mass Spectrometry Letters
- Volume
- 11
- Number
- 4
- Start Page
- 103
- End Page
- 107
- URI
- https://scholarworks.bwise.kr/gachon/handle/2020.sw.gachon/80336
- DOI
- 10.5478/MSL.2020.11.4.103
- ISSN
- 2233-4203
- Abstract
- We report the application of 2,4,6-trichlorobenzoyl chloride (often referred to as Yamaguchi esterification reagent) for the selective derivatization of the carboxylic group for GC-MS with the sample preparation method optimized for GC-MS analysis. The reagent was shown to be capable of selectively turning the carboxylic group into a reaction center, i.e., anhydride, of which the further reaction was directed to a near complete formation of required esters by unique steric and electronic effects of the reagent. Using the developed method, the chiral separation of hydroxycarboxylic acids by GC-MS using non-chiral col- umns was successfully demonstrated.
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