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The Chemical Educator

ISSN: 1430-4171 (electronic version)

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Abstract Volume 29 (2024) pp 5-12

Elution Profiles of Eleven PAHs from a C-18 Chromatographic Column by using a HPLC-DAD Method

Onchoke*, Saad N Chaudhry, Madilyn Dewell

Department of Chemistry & Biochemistry, , Box 13006 – SFA Station, Nacogdoches, Texas, 75962-13006, USA, Onchokekk@sfasu.edu
Received November 30, 2022. Accepted December 6, 2023.

Published: 5 January 2024

Abstract. In this article we present elution profiles of polycyclic aromatic hydrocarbons (PAHs) benzanthrone (BA), 2-nitrobenzanthrone (2-NBA), fluoranthene (FL), 3-nitrofluoranthene (3-NFL), pyrene (PY), 1-aminopyrene (1-APY), 1-nitropyrene (1-NPY), chrysene (CHY), 6-aminochrysene (6-ACHY), 6-nitrochrysene (6-NCHY) and triphenylene (TP) by using high performance liquid chromatography (HPLC). The separation was achieved via running an isocratic mobile phase solvent system (acetonitrile: methanol 50%:50%, v/v), and a flow rate of 0.75 mL/min. Two wavelengths (l = 280 nm and 254 nm) were monitored with a diode array detector (DAD). In addition, this study presents the calculated dipole moments via the . After optimization with use of an isocratic solvent system bands eluted from a C-18 column in the order: 1-APY (4.57 mins) < 6-ACHY (4.62 mins) < 2-NBA (5.77 min) < 6-NCHY (6.16) < 3-NFL (6.33 min) < BA (6.41min) < 1-NPY (6.45 min) < FL (6.47 mins) < PY (7.13 min) < TP (7.46 mins) < chrysene (7.62 mins). Theoretically calculated dipole moments (Table 2) are predictive of the retention times. They approximately are inversely correlated to the elution profiles; namely, pyrene (0.100 D) = chrysene (0.000 D) = triphenylene (0.0000 D) < fluoranthene (0.3506 D) < 6-aminochrysene (1.6856 D) < 2-NBA (2.0087 D) < 1-aminopyrene (2.0294 D) < benzanthrone (3.8516 D) < 6-nitrochrysene (5.3595 D) < 3-NFL (5.7965 D) < 1-NPY (5.9913 D).

Key Words: Laboratories and Demonstrations; organic chemistry Nitrated PAHs; PAHs; HPLC; dipole moments; density functional Theory (DFT)

(*) Corresponding author. (E-mail: COnchokekk@sfasu.edu)

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