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The synthesis of esters, thioesters and selenoesters of dialkylarsinous acids
dc.contributor.advisor | Zingaro, Ralph A. | |
dc.creator | Sagan, Lawrence Stanley | |
dc.date.accessioned | 2020-09-02T20:45:40Z | |
dc.date.available | 2020-09-02T20:45:40Z | |
dc.date.issued | 1970 | |
dc.identifier.uri | https://hdl.handle.net/1969.1/DISSERTATIONS-179633 | |
dc.description.abstract | Organoarsenic compounds of the type R₂AsXR' (R=alkyl, R'=alkyl or aryl and X=O, S or Se) have been reported in the literature. The methods described for the synthesis of these compounds involve multistep reactions which give very low yields. A new, more efficient method for their synthesis has now been developed which utilizes dialkyl(diethylamino)arsines as intermediates. Those compounds are prepared from dichloro(diethylamino)arsine and Grignard reagents. Dichloro(diethylamino)arsine was readily available in 90% yield by the reaction of arsenic trichloride with diethylamine in diethyl ether. Eqns. (1) and (2) describe the new reaction sequence. [Equations on PDF] We found that the yields in eqn. (2) increase as the number of carbon atoms increases. While the methyl Grignard reaction yielded 15% of dimethyl(diethylamino)arsine the propyl reaction yielded 50% of dipropyl(diethylamino)arsine. Dialkyl(diethylamino)arsines were found to react readily with alcohols, thiols and selenols. [Equation on PDF] These reactions were found to be nearly quantitative. Overall yields of between 10 and 50% of the substituted dialkyl arsine by the new method compares well with yields of about 3% reported by the use of older methods.. | en |
dc.format.extent | 132 leaves | en |
dc.format.medium | electronic | en |
dc.format.mimetype | application/pdf | |
dc.language.iso | eng | |
dc.rights | This thesis was part of a retrospective digitization project authorized by the Texas A&M University Libraries. Copyright remains vested with the author(s). It is the user's responsibility to secure permission from the copyright holder(s) for re-use of the work beyond the provision of Fair Use. | en |
dc.rights.uri | http://rightsstatements.org/vocab/InC/1.0/ | |
dc.subject | Major chemistry | en |
dc.subject.classification | 1970 Dissertation S129 | |
dc.title | The synthesis of esters, thioesters and selenoesters of dialkylarsinous acids | en |
dc.type | Thesis | en |
thesis.degree.discipline | Chemistry | en |
thesis.degree.grantor | Texas A&M University | en |
thesis.degree.name | Doctor of Philosophy | en |
thesis.degree.name | Ph. D. in Chemistry | en |
thesis.degree.level | Doctorial | en |
dc.type.genre | dissertations | en |
dc.type.material | text | en |
dc.format.digitalOrigin | reformatted digital | en |
dc.publisher.digital | Texas A&M University. Libraries | |
dc.identifier.oclc | 5747168 |
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