title: Identification and quantification of seven fused aromatic rings C26H14 peri-condensed benzenoid polycyclic aromatic hydrocarbons in a complex mixture of polycyclic aromatic hydrocarbons from coal tar.
abstract: A methodology for the characterization of groups of polycyclic aromatic hydrocarbons (PAHs) using a combination of normal phase liquid chromatography with ultraviolet-visible spectroscopy (NPLC/UV-vis) and gas chromatography with mass spectrometry (GC/MS) was used for the identification and quantification of seven fused aromatic rings C26H14 peri-condensed benzenoid polycyclic aromatic hydrocarbons, PAHs, in standard reference material (SRM) 1597a, complex mixture of PAHs from coal tar. The NPLC/UV-vis isolated the fractions based on the number of aromatic carbons and the GC/MS allowed the identification and quantification of five of the nine C26H14 PAH isomers; naphtho[1,2,3,4-ghi]perylene, dibenzo[b,ghi]perylene, dibenzo[b,pqr]perylene, naphtho[8,1,2-bcd]perylene, and dibenzo[cd,lm]perylene using a retention time comparison with authentic reference standards. For the other four benzenoid isomers with no available reference standards the following two approaches were used. First, the annellation theory was used to achieve the potential identification of benzo[qr]naphtho[3,2,1,8-defg]chrysene, and second, the elution distribution in the GC fractions was used to support the potential identification of benzo[qr]naphtho[3,2,1,8-defg]chrysene and to reach the tentative identifications of dibenzo[a,ghi]perylene, naphtho[7,8,1,2,3-pqrst]pentaphene, and anthra[2,1,9,8-opqra]naphthacene. It is the first time that naphtho[1,2,3,4-ghi]perylene, dibenzo[b,ghi]perylene, dibenzo[b,pqr]perylene, naphtho[8,1,2-bcd]perylene, and dibenzo[cd,lm]perylene are quantified, and the first time that benzo[qr]naphtho[3,2,1,8-defg]chrysene is potentially identified, in any sample, in any context.
authors.affiliation: National Institute of Standards and Technology (NIST), Gaithersburg, MD 20899, United States. Electronic address: Jorge.ona-ruales@nist.gov.
authors.forename: Jorge O
authors.initials: JO
authors.lastname: Oña-Ruales
authors.affiliation: Instituto Mexicano del Petróleo, Eje Central Lázaro Cárdenas Norte 152, Mexico City 07730, Mexico.
authors.forename: Yosadara
authors.initials: Y
authors.lastname: Ruiz-Morales
authors.affiliation: National Institute of Standards and Technology (NIST), Gaithersburg, MD 20899, United States.
authors.forename: Stephen A
authors.initials: SA
authors.lastname: Wise
mesh_terms: D002623:Chemistry Techniques, Analytical / Q000379:methods*; D002911:Chrysenes / Q000032:analysis; D003033:Coal Tar / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D010569:Perylene / Q000032:analysis; D011084:Polycyclic Aromatic Hydrocarbons / Q000032:analysis* / Q000302:isolation & purification
chemical_list: D002911:Chrysenes; D011084:Polycyclic Aromatic Hydrocarbons; C031180:chrysene; D010569:Perylene; D003033:Coal Tar
keywords: Annellation theory; Coal tar; Gas chromatography with mass spectrometry (GC/MS); Normal-phase liquid chromatography with ultraviolet–visible spectroscopy (NPLC/UV–vis); Polycyclic aromatic hydrocarbons (PAHs); ZINDO/S calculations