Abstract
The paper presents the influence of acetamide on ultraviolet detection after generation of acetonitrile by hydrolysis in the presence of trifluoroacetic acid in the HPLC mobile phase. The acetonitrile, with added varying contents of trifluoroacetic acid and water, was determined by GC–MS at various times. The results showed that the concentration of acetamide increased approximately linearly with time. Using a mixed standard sample solution and a model mobile phase of acetonitrile-water-tri-fluoroacetic acid (25:75:0.3, v/v) after 0, 24 and 48 h, the influence of the hydrolyzate acetamide on HPLC detection was investigated at the wavelength of 205–220 nm. The results showed that the limit of detection (LOD) of standard sample lost about 30 % after the mobile phase was placed 48 h. It is suggested that the acid-containing mobile phase was placed no more than 24 h for HPLC trace analysis at the wavelength of 205–220 nm.
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References
Snyder LR, Kirkland JJ, Dolan JW (2010) Introduction to modern liquid chromatography, 3rd edn. Wiley, Hoboken
Schaefer FC, Rappoport Z (1970) The chemistry of the cyano group. Interscience, New York, pp 239–306
Belsky AJ, Brill TB (1999) Spectroscopy of hydrothermal reactions. 12. Acid-assisted hydrothermolysis of aliphatic nitriles at 150–260 °C and 275 bar. J Phys Chem A 103:3006–3012
Krieble VK, Noll CI (1939) The hydrolysis of nitriles with acids. J Am Chem Soc 61:560–563
Rabinovitch BS, Winkler CA (1942) The hydrolysis of aliphatic nitriles in concentrated hydrochloric acid solutions. Can J Res 20:221–230
Rabinovitch BS, Winkler CA, Stewart ARP (1942) The hydrolysis of propionitrile in concentrated hydrochloric acid solutions. Can J Res 20:121–132
Kilpatrick ML (1947) A mechanism for the hydrolysis of cyanamide in acid solution. J Am Chem Soc 69:40–46
Gilomen K, Stauffer HP, Meyer VR (1995) Detoxification of acetonitrile-water wastes from liquid chromatography. Chromatographia 41:488–491
Sung K, Chen CC (2001) Kinetics and mechanism of acid-catalyzed hydrolysis of cyclohexyl isocyanide and pK a determination of N-cyclohexylnitrilium ion. Tetrahedron Lett 42:4845–4848
Kohyama E, Dohi M, Yoshimura A, Yoshida T, Nagasawa T (2007) Remaining acetamide in acetonitrile degradation using nitrile hydratase- and amidase-producing microorganisms. Appl Microbiol Biotechnol 74:829–835
Luo RS, Mao XA, Pan ZQ, Luo QH (2000) NMR observation of hydrolysis of acetonitrile to acetamide catalyzed by binuclear silver cryptate. Spectrochim Acta Part A Mol Biomol Spectrosc 56:1675–1680
Ma J, Zhang X, Zhao N, Xiao F, Wei W, Sun Y (2009) Mechanism of TBD-catalyzed hydrolysis of acetonitrile. J Mol Struct Theochem 911:40–45
Lee GR, Crayston JA (1996) Hydrolysis of acetonitrile in the presence of NbCl5. Polyhedron 15:1817–1821
Glezer V, Harris B, Tal N, Iosefzon B, Lev O (1999) Hydrolysis of haloacetonitriles: linear free energy relationship, kinetics and products. Water Res 33:1938–1948
Kaminskaia NV, Kostic NM (1996) Nitrile hydration catalysed by palladium (II) complexes. J Chem Soc Dalton Trans 18:3677–3686
Kukushkin VY, Pombeiro AJ (2005) Metal-mediated and metal-catalyzed hydrolysis of nitriles. Inorg Chim Acta 358:1–21
Venardou E, Garcia-Verdugo E, Barlow SJ, Gorbaty YE, Poliakoff M (2004) On-line monitoring of the hydrolysis of acetonitrile in near-critical water using Raman spectroscopy. Vib Spectrosc 35:103–109
Kräer A, Mittelstadt S, Vogel H (1999) Hydrolysis of nitriles in supercritical water. Chem Eng Technol 22:494–500
Acknowledgments
The authors thank Prof. Dr. Xianhua Pan in Shanghai Institute of Technology for his helpful discussion.
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This study was funded by Natural Science Foundation of Shanghai (Grant number 15ZR1440800). All authors declare that they have no conflict of interest. This article does not contain any studies with human participants or animals performed by any of the authors.
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Lei, XR., Gong, C., Zhang, YL. et al. Influence of the Acetamide from Acetonitrile Hydrolysis in Acid-Contained Mobile Phase on the Ultraviolet Detection in High Performance Liquid Chromatography. Chromatographia 79, 1257–1262 (2016). https://doi.org/10.1007/s10337-016-3145-6
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DOI: https://doi.org/10.1007/s10337-016-3145-6