Derivatization in mass spectrometry-3. Alkylation (arylation)

被引:37
作者
Halket, JM
Zaikin, VG
机构
[1] Kings Coll London, Drug Control Ctr, London SE1 9NN, England
[2] Russian Acad Sci, AV Topchiev Petrochem Synth Inst, Moscow, Russia
关键词
alcohols; alkylation; alkylating agents; alkyl halides; arylation; diazomethane; derivatives; derivatization; phenols; thiols; amines; amides; carboxylic acids; chemical warfare agents; phosphonic acids; phosphoric acids; sulfonic acids; pentafluorobenzyl derivatives; picolinyl esters; trimethylsilyldiazomethane; electron ionization; chemical ionization; gas chromatography/mass spectrometry; high-performance liquid chromatography/mass spectrometry;
D O I
10.1255/ejms.619
中图分类号
O64 [物理化学(理论化学)、化学物理学]; O56 [分子物理学、原子物理学];
学科分类号
070203 ; 070304 ; 081704 ; 1406 ;
摘要
The review is devoted to alkylation (arylation) as a widely employed derivatization procedure for the protection of OH (carboxylic acids, phosphoric acids, sulfonic acids, alcohols, polyols, phenols, enols), SH (thiols) and NH (amines, amides) groups in order to increase volatility, to improve the chromatographic properties and, if possible, mass spectral properties of derivatives. Chemical aspects of derivatization and various alkylation (arylation) reagents and reaction procedures are described. Specific mass spectral (electron ionization, chemical ionization) features of derivatives helpful in identification, structure elucidation, profiling and quantitative determination of the above-mentioned polar compounds by coupled gas chromatography or high-performance liquid chromatography are discussed. Some common analytical applications of the procedures in organic chemistry, clinical chemistry, environmental chemistry etc. are briefly summarized.
引用
收藏
页码:1 / 19
页数:19
相关论文
共 121 条
[1]  
AbbasHawks C, 1996, RAPID COMMUN MASS SP, V10, P1802, DOI 10.1002/(SICI)1097-0231(199611)10:14<1802::AID-RCM761>3.0.CO
[2]  
2-Y
[3]   GAS-CHROMATOGRAPHY ELECTRON-CAPTURE NEGATIVE-ION MASS-SPECTROMETRY AT THE ZEPTOMOLE LEVEL [J].
ABDELBAKY, S ;
GIESE, RW .
ANALYTICAL CHEMISTRY, 1991, 63 (24) :2986-2989
[4]   Determination of linear alkylbenzensulfonates in aqueous matrices by ion-pair solid-phase microextraction-in-port derivatization-gas chromatography-mass spectrometry [J].
Alzaga, R ;
Peña, A ;
Ortiz, L ;
Bayona, JM .
JOURNAL OF CHROMATOGRAPHY A, 2003, 999 (1-2) :51-60
[5]   Determination of phthalic monoesters in aqueous and urine samples by solid-phase microextraction-diazomethane on-fibre derivatization-gas chromatography-mass spectrometry [J].
Alzaga, R ;
Peña, A ;
Bayona, JM .
JOURNAL OF SEPARATION SCIENCE, 2003, 26 (1-2) :87-96
[6]   Direct on-column derivatisation in gas chromatography .3. On-column benzylation reagents and the development of 3,5-bis(trifluoromethyl)benzyl-dimethylphenylammonium fluoride, an efficient new on-column derivatisation reagent [J].
Amijee, M ;
Cheung, J ;
Wells, RJ .
JOURNAL OF CHROMATOGRAPHY A, 1996, 738 (01) :57-72
[7]  
[Anonymous], 1993, NATL I STANDARDS TEC
[8]   ALKYLATION OF CARBOXYLIC-ACIDS BY SOLID-LIQUID PHASE-TRANSFER CATALYSIS FOR DETERMINATION BY GAS-CHROMATOGRAPHY .2. [J].
ARBIN, A ;
BRINK, H ;
VESSMAN, J .
JOURNAL OF CHROMATOGRAPHY, 1980, 196 (02) :255-263
[9]   Thermally assisted hydrolysis and methylation - a simple and rapid online derivatization method for the gas chromatographic analysis of natural waxes [J].
Asperger, A ;
Engewald, W ;
Fabian, G .
JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS, 2001, 61 (1-2) :91-109
[10]   CHARACTERIZATION OF EPOXIDES OF POLY-UNSATURATED FATTY-ACIDS BY MASS-SPECTROMETRY VIA 3-PYRIDINYLMETHYL ESTERS [J].
BALAZY, M ;
NIES, AS .
BIOMEDICAL AND ENVIRONMENTAL MASS SPECTROMETRY, 1989, 18 (05) :328-336