Aromatic compounds sodium dodecyl sulfate

A combined effect of natural organic matter and surfactants on the apparent solubility of polycyclic aromatic hydrocarbons (PAHs) is reported in the paper of Cho et al. (2002). Kinetic studies were conducted to compare solubilization of hydro-phobic contaminants such as naphthalene, phenanthrene, and pyrene into distilled water and aqueous solutions containing natural organic matter (NOM) and sodium dodecyl sulfate (SDS) surfactant. The results obtained after 72hr equilibration are reproduced in Fig. 8.19. The apparent solubility of the three contaminants was higher in SDS and NOM solutions than the solubility of these compounds in distilled water. When a combined SDS-NOM aqueous solution was used, the apparent solubility of naphthalene, phenanthrene, and pyrene was lower than in the NOM-aqueous solution. 

In the above sections, the surfactant molecules are cationic. However, there are many anionic and nonionic surfactants. The anionic surfactants, such as sodium dodecyl sulfate (SDS), were reported to form a micelle in an aqueous solution with aromatic compounds [75]. Although much spectroscopic work has been conducted, the micelle structure is still unclear [76]. We tried to obtain crystals of the representative complexes suitable for X-ray work. After many trials, the single crystals were obtained from an aqueous methanol solution for the complex formed between the anionic surfactant, sodium octyl sulfate (SOS), and the aromatic compound, 2-naphthol. 

Mehta et al. (1976) reported on the use of this reagent for the Baeyer-Villiger oxidation of polycyclic ketones like 1,3-bishomocubanone and 1,4-bishomocubanone into lactones. Ammonium tetrasulfatocerate(IV) dissolved in a mixture of dilute sulfuric acid and acetonitrile was applied as a reagent to transform polycyclic aromatic compounds into quinones (Peri-asamy and Bhatt, 1977a, 1977b). Skarzewski (1984) oxidized polycyclic aromatics with this reagent in a two-phase system with sodium dodecyl sulfate as a surfactant. CAS could be used in catalytic amounts if an excess of ammonium persulfate was present to steadily reconvert cerium(III) in cerium(IV). 

Frejd and coworkers then used lactam 45 as a structural H-Phe-Phe-OH mimic in peptides (116). The resulting conjugate 48 was expected to function as a structural mimic of substance P (Scheme 5.25). However, CD spectroscopic studies indicated that the constraints imposed by the l,l -ferrocenophane prohibited the peptide to adopt the characteristic a-hehcal secondary structure found for native SP in a biomimetic SDS (Sodium n-Dodecyl Sulfate) micellar environment. In another interesting paper, Frejd and coworkers prepared a [Leu ]-Enkephalin mimetic in which the H-Tyr-Gly-Gly-Phe-subunit has been replaced by a Gly-Gly-looped l,l -ferrocenyl-bis-alanine residue (49, Scheme 5.25) [117]. The ferrocene Cp rings of this constrained compound constitute a substitute for the aromatic phenol (Tyr) and phenyl (Phe) rings. NMR-spectroscopic studies revealed this... 

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