Evaluation of a new reagent: anthraquinone-2-sulfonyl chloride for the determination of phenol in water by liquid chromatography using precolumn phase-transfer catalyzed derivatization.

A new reagent, anthraquinone-2-sulfonyl chloride, is used for the derivatizaton of phenols. Several compounds with different polarities are selected to evaluate the new reagent and derivatives of these phenols that are prepared via a facile pathway. The optimal conditions for analytical derivatization and mechanism of the derivatization reaction are discussed. The derivatization procedure involves an ion-pair extraction of the deprotonated phenols with a tetrabutylammonium counter ion in the organic phase. At the interface of two phases, the derivatization reaction occurs quantitatively at room temperature within 3 min. The derivatives are stable and readily amenable to analysis by normal-phase (NP) and reversed-phase (RP) high-performance liquid chromatography (HPLC). Excellent linearity response was demonstrated over the concentration range of 0.2-200 micromol/L at 320 nm for NP-HPLC and at 256 nm for RP-HPLC. Combined with preconcentration using a Waters Sep-Pak Plus C(18) cartridge, detection limits of phenols for water-sample analysis are as low as 1 x 10(-9) mol/L (approximately 0.1 microg/mL).

Anthraquinone-2-sulfonyl chloride: a new versatile derivatization reagent-synthesis mechanism and application for analysis of amines.

A new sulfonating agent, anthraquinone-2-sulfonyl chloride, has been synthesized. The reagent consists of three important moieties: a cyclic conjugation system (with 18 pi-electrons), a p-quinone system and a group of sulfonyl chloride and is thereby a versatile derivatization reagent for analytical chemistry. The mechanism about the synthetic reaction was first elucidated in aid of mass spectrometry. Several primary and secondary amines were selected to evaluate the new reagent and their standard derivatives were prepared via a facile pathway. Analytical derivatization carried on through a one-step procedure at room temperature within 3 min. The new reagent reacts quantitatively with amines to form stable sulfonamides, which are readily amenable to analysis by normal-phase and reversed-phase HPLC. Compared with standard derivatives, excellent response linearity is demonstrated over the concentration range 0.4-400 muM at 320 nm for normal-phase HPLC and 4 nM to 4 muM at 256 nm for reversed-phase HPLC. Detection limits are 0.8 nmol and 8 pmol, respectively.

Evaluation of anthraquinone-2-sulfonyl chloride for determination of phenol in water by liquid chromatography using pre-column phase-transfer catalysed derivatization.

A new reagent, anthraquinone-2-sulfonyl chloride (ASC), has been used for the derivatization of phenols. Several compounds with different polarity were selected to evaluate the new reagent and derivatives of these phenols prepared via a facile pathway. The optimal conditions for analytical derivatization and mechanism of the derivatization reaction are discussed. The derivatization procedure involves an ion-pair extraction of the deprotonated phenols with a tetrabutylammonium counter ion to an organic phase. At the interface of two phases, the derivatization reaction occurs quantitatively at room temperature within 3 min. The derivatives are stable and readily amenable to analysis by normal-phase and reversed-phase high performance liquid chromatography (HPLC). Excellent linearity response was demonstrated over the concentration range of 0.2 mumol/L to 200 mumol/L at 320 nm for normal-phase HPLC, at 256 nm for reversed-phase HPLC. Combined with preconcentration using a Waters Sep-Pak Plus C18 cartridge, detection limits of phenols for water sample analysis were as low as 1 x 10(-9) mol/L (ca. 0.1 microgram/L).