The molecular structures of some simple olefins and small ring compounds
The structures of three simple olefins and three small ring compounds containing double bonds have been determined by electron diffraction, and the results discussed in terms of hyperconjugation, rehybridization, strain, and intramolecular repulsions. In Part I, the structures of propene, isobutene...
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ndltd-CALTECH-oai-thesis.library.caltech.edu-28882019-12-22T03:07:38Z The molecular structures of some simple olefins and small ring compounds McHugh, James Paul The structures of three simple olefins and three small ring compounds containing double bonds have been determined by electron diffraction, and the results discussed in terms of hyperconjugation, rehybridization, strain, and intramolecular repulsions. In Part I, the structures of propene, isobutene, and cis butene-2 are described. The single bonds in these molecules have a length of about 1.50 A, exhibiting about half the shortening found in single bonds adjacent to triple bonds. In Part II, an attempt is made to calculate the intramolecular repulsive energy of the methyl groups in cis butene-2, using intermolecular force constants. Parts III, IV, and V describe the structure determinations of methylenecyclopropane, 1,3-dimethylenecyclobutane, and 1-methyl-3-methylenecyclobutene. In each case, the single bonds adjacent to double bonds are found to be short. Part VI contains some further discussion of the factors which alter carbon-carbon single bond lengths. 1957 Thesis NonPeerReviewed application/pdf https://thesis.library.caltech.edu/2888/1/McHugh_jp_1957.pdf https://resolver.caltech.edu/CaltechETD:etd-07152004-085833 McHugh, James Paul (1957) The molecular structures of some simple olefins and small ring compounds. Dissertation (Ph.D.), California Institute of Technology. doi:10.7907/68JC-HH51. https://resolver.caltech.edu/CaltechETD:etd-07152004-085833 <https://resolver.caltech.edu/CaltechETD:etd-07152004-085833> https://thesis.library.caltech.edu/2888/ |
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The structures of three simple olefins and three small ring compounds containing double bonds have been determined by electron diffraction, and the results discussed in terms of hyperconjugation, rehybridization, strain, and intramolecular repulsions.
In Part I, the structures of propene, isobutene, and cis butene-2 are described. The single bonds in these molecules have a length of about 1.50 A, exhibiting about half the shortening found in single bonds adjacent to triple bonds.
In Part II, an attempt is made to calculate the intramolecular repulsive energy of the methyl groups in cis butene-2, using intermolecular force constants.
Parts III, IV, and V describe the structure determinations of methylenecyclopropane, 1,3-dimethylenecyclobutane, and 1-methyl-3-methylenecyclobutene. In each case, the single bonds adjacent to double bonds are found to be short.
Part VI contains some further discussion of the factors which alter carbon-carbon single bond lengths.
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| author |
McHugh, James Paul |
| spellingShingle |
McHugh, James Paul The molecular structures of some simple olefins and small ring compounds |
| author_facet |
McHugh, James Paul |
| author_sort |
McHugh, James Paul |
| title |
The molecular structures of some simple olefins and small ring compounds |
| title_short |
The molecular structures of some simple olefins and small ring compounds |
| title_full |
The molecular structures of some simple olefins and small ring compounds |
| title_fullStr |
The molecular structures of some simple olefins and small ring compounds |
| title_full_unstemmed |
The molecular structures of some simple olefins and small ring compounds |
| title_sort |
molecular structures of some simple olefins and small ring compounds |
| publishDate |
1957 |
| url |
https://thesis.library.caltech.edu/2888/1/McHugh_jp_1957.pdf McHugh, James Paul (1957) The molecular structures of some simple olefins and small ring compounds. Dissertation (Ph.D.), California Institute of Technology. doi:10.7907/68JC-HH51. https://resolver.caltech.edu/CaltechETD:etd-07152004-085833 <https://resolver.caltech.edu/CaltechETD:etd-07152004-085833> |
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AT mchughjamespaul themolecularstructuresofsomesimpleolefinsandsmallringcompounds AT mchughjamespaul molecularstructuresofsomesimpleolefinsandsmallringcompounds |
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1719304781512572928 |