Sulfonate group analysis

Since sulfonate groups have been used in other ground-water tracers, the goal of this work was to synthesize several N-substi-tuted pyridone alkyl sulfonates which might be less susceptible to adsorption as well as more soluble. Alkyl sulfonates of varying chain lengths would be unique in a water system and separately identifiable by HPLC analysis. Two series of compounds were synthesized (Vla-c and Vlla-c). These compounds could be prepared by treating compounds III and IV with the appropriate lu-bromoalkyl sulfonate. 

It was confirmed by IR and elemental analysis that poly-MMA contained neither sulfonate group nor phosphonate group. Therefore, any grafted copolymerization of MMA onto macromolecule was not observed. 

A sulfone group incorporated within a l,l-dioxo-l,4-thiazine ring is also present in 6-(p-hydroxyphenyl)-2i/-3,4-dihydro-l,l-dioxo-l,4-thiazine (286), a compound obtained from the sponge Anchinoe tenacior [211], and in euthyroideones A-C (287-289), which are brominated quinone methides isolated from the New Zealand bryozoan Euthyroides episcopalis (order Cheilostomatida, suborder Ascophotina, family Euthyroididae) [212]. The spectral data of euthyroideone A (287), secured by X-ray analysis, was used for the structural determination of euthyroideones B (288) and C (289). Compound 288 showed a weak cytotoxic activity towards the BSC-1 cell line. 

From 3,4-dibromotetrahydrothiophene 1,1-dioxide in the presence of pyridine and mesitonitrile oxide is obtained 4,4-dioxo-3-(2,4,6-trimethylphenyl)-3a,6a-dihydro-thieno[2,3-d]isoxazoline (172). A second equivalent of nitrile oxide leads to the formation of the 2 1 adduct (173). NMR analysis and crystallographic studies show the formation of the adduct where the regioselectivity corresponds to the oxygen atom of the dipoles bonded to the carbon atom /3 to the sulfone group, the endo nature of the addition, and the anti situation of the two rings in the diadduct (173) (81JOC3502). 

Low concentrations of S02 and TBHP were used to initiate the polymerization of MMA and other vinyl monomers. DPPH and hydroquinone do not inhibit this MMA polymerization. End-group analysis indicates the incorporation of sulfonate and hydroxyl end groups in the polymers, and copolymerization results (MMA-isoprene and MMA-acrylic acid) with this S02-TBHP initiator system and AIBN are in good agreement. The over-all polymerization appears to be primarily radical in nature. Inert solvents (benzene, toluene, and xylene) enhance the rate of polymerization of MMA but not of other vinyl monomers (AN, Sty, V A, EM A, MA, etc.). An initiation mechanism involving monomer and solvent appears to be predominant in the case of MMA, while with other monomers an initiation reaction involving only the monomer is predominant. 

Treatment with fuming sulfuric acid produces an irreversible change in BBB but has no effect on BBL if the polymer is cyclized completely to give the structure indicated above. Further condensation may occur in solution in fuming sulfuric acid if the BBL is not formed completely before dissolution. Infrared analysis of the acid-treated BBB after precipitation in water shows the presence of sulfone and sulfonate groups, and gravimetric analysis shows that the polymer contains one sulfur... 

It Is of Interest to note that for both epoxies the differential area appears to Increase steadily with the molar ratio of moisture to nitrogen content. Since each of the epoxies contain varying amounts of primary, secondary, and tertiary amines, the fact that both epoxy systems do not fall on the same line Is expected. Sulfone groups In the N-5208 system further complicate analysis of the hypothesized relationship. 

Although hydrolysis of methyl 3,4,6-tri-O-acetyl-a-D-glucoside 2-nitrate leads to the formation of only 2 % of nitrite ion, the reaction appears to be complex. No pure product was isolated, but the resulting sirup (from its analysis and its resistance to oxidation by periodate) was considered to be essentially a mixture of methyl anhydro-a-D-hexosides. Cautious interpretation of these results gave reason for believing that the nitrate group on C2 had been removed like a similarly situated sulfonate group. 

Double-chain surfactants with two sulfonate groups were proposed for micellar elec-trokinetic chromatography (MEC) analysis of phenolic pollutants in water °. CE with ESI-MS detection was applied to the analysis of phenolic compounds in olive mill wastewaters. Quantitative analysis was performed in the negative SIM mode, using p-chlorophenol as internal standard. LOD ranged from 1 pg for 4-hydroxybenzaldehyde and protocatechuic acid (27) to 386 pg for vanillic acid (38) °". A modified montmorillonite served for SPE preconcentration of phenols, followed by EtOH desorption and CE end analysis . 

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