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Chemistry

Brigham Young University

Theses and Dissertations

Theses/Dissertations

Sulfonation

Publication Year

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Full-Text Articles in Physical Sciences and Mathematics

Secondary Reactions And Partial Rate Factors In The Sulfonation Of Chlorobenzene And Toluene, Ernest Arthur Brown Aug 1967

Secondary Reactions And Partial Rate Factors In The Sulfonation Of Chlorobenzene And Toluene, Ernest Arthur Brown

Theses and Dissertations

The sulfonation of chlorobenzene, chlorobenzene-benzene, and toluene-benzene mixtures by sulfur trioxide in liquid sulfur dioxide at -12.5° C. was studied to obtain isomer distribution and relative rate data. The isomer distribution for the reaction on chlorobenzene was determined by an isotope dillution technique. Relative rate experiments were conducted by sulfonating C14 labeled benzene in competition with nonradioactive chlorobenzene and toluene and the count rate of the products was used to determine product composition. Ultraviolet spectrophotometry was also used to investigate variations in isomer distributions as a function of sulfur trioxide concentration. The apparent relative rates of sulfonation (kX/kB) as calculated …


Refinements In The Isomer Distribution And Relative Rate Of Sulfonation Of Toluene And Hydrochlorination Of Olefins With Stannic Chloride Catalyst, David George Guillot May 1966

Refinements In The Isomer Distribution And Relative Rate Of Sulfonation Of Toluene And Hydrochlorination Of Olefins With Stannic Chloride Catalyst, David George Guillot

Theses and Dissertations

The sulfonation of toluene at -12.5° C. with sulfur trioxide in liquid sulfur dioxide was found to give 10.03 ± 0.20 % ortho, 0.73 ± 0.20 % meta and 89.24 ± 0.20 % para isomers. This isomer distribution was determined by isotope dilution analysis using sulfur-35 enriched sulfur trioxide. After dilution of aliquots of the neutralized sulfonation mixture with pure sodium salts of each of the isomers prepared from the corresponding toluidines, the isomers were converted to the p-toluidine salts, purified by recrystallization, and counted by liquid scintillation counting. The relative rate of sulfonation of toluene compared to benzene was …


Directive Effects In The Sulfonation Of Toluene ; Synthesis And Attempted Rearrangement Of Some Anilinoketones ; The Kinetics And Mechanism Of The Addition Of Bromine To Cyclohexene In Dichloromethane. Solution, John Joseph Duvall Feb 1963

Directive Effects In The Sulfonation Of Toluene ; Synthesis And Attempted Rearrangement Of Some Anilinoketones ; The Kinetics And Mechanism Of The Addition Of Bromine To Cyclohexene In Dichloromethane. Solution, John Joseph Duvall

Theses and Dissertations

The pure sodium salts of the toluenesulfonic acids were prepared by one of two ways. Both methods started with diazotization of the toluidine. In the first method, the diazonium solution was treated with sulfur dioxide and copper powder, and the resulting sulfinic acid was oxidized to the sulfonic acid with potassium permanganate. In the second method, the diazonium solution was treated with cuprous chloride and sulfur dioxide to give the sulfonyl chloride which was hydrolyzed to the sulfonate. Toluene was sulfonated by SO3 (enriched with S-35) in refluxing SO2 solution. The isotope dilution technique was used to determine the isomer …


Kinetic Investigation Of The Hydrochlorination Of Olefins In Aprotic Solvents And Sulfonation Of Idobenzene And The Selectivity Relation, Thomas Glen Davies Sep 1962

Kinetic Investigation Of The Hydrochlorination Of Olefins In Aprotic Solvents And Sulfonation Of Idobenzene And The Selectivity Relation, Thomas Glen Davies

Theses and Dissertations

Kinetic investigation of the hydrochlorination of cyclohexene and cis-2-butene in n-heptane with SnCl4 as catalyst shows that the reaction is second order with respect to both olefin and catalyst. The specific rate constants at 25° , 0° and -23.8°C and the activation parameters were determined. Investigation of the Ga2Cl6 catalyzed hydrochlorination of cyclohexene and cis-2-butene in dichloromethane indicates that alkylation and polymerization compete with the hydrochlorination reaction in the presence of the solvent. The relative reaction rates and the isomer distribution for the sulfonation of iodobenzene by S35O3 have been determined in refluxing SO2 at -10°C. The reaction resulted in …


Dissertation In Organic Chemistry. Part I, The Fate Of The Anilino Moiety In The Rearrangement Of Α-Anilonoketones. Part Ii, Partial Rate Factors For Sulfonation Of Bromebenzene With Sulfur Trioxide. Part Iii., Preliminary Survey On The Effect Of High Pressure On Ferrocene And Cycloöctatetraene, Jerold Carter Robertson Aug 1962

Dissertation In Organic Chemistry. Part I, The Fate Of The Anilino Moiety In The Rearrangement Of Α-Anilonoketones. Part Ii, Partial Rate Factors For Sulfonation Of Bromebenzene With Sulfur Trioxide. Part Iii., Preliminary Survey On The Effect Of High Pressure On Ferrocene And Cycloöctatetraene, Jerold Carter Robertson

Theses and Dissertations

Part I. The rearrangement of α-anilinoketones was studied in an effort to determine the mode of movement of the nitrogen moiety. A crossover experiment was carried out with an equimolar mixture of 2-(4- bromoanilino)-1-(4-bromophenyl)-2-(4-methoxyphenyl) ethanone and 2-(4-chloroanilino)-1-(4-chlorophenyl) -2-(4-methoxyphenyl)ethanone with γ- picoline hydrobromide as the catalyst. The reaction product was analysed by means of a mass spectrograph. The results of the analysis indicate a crossover of the nitrogen moiety during rearrangement. This indicates that the nitrogen moiety moves in an intermolecular manner during the rearrangement. Part II. The isomer distribution from the sulfonation of bromobenzene with sulfur trioxide was determined by …