Syntheses of cis‐ and trans‐7‐ and 8‐octadecenoic acids: Comparison of the properties of cis‐ and trans‐6‐, 7‐, 8‐, 9‐, and 11‐octadecenoic acids
Summary 1. The cis‐ and trans‐modifications of 7‐, 8‐, and 11‐octadecenoic acids were synthesized by methods which leave no doubt as to their structure. 2. Many new compounds have been reported including 7‐octadecynoic acid, 8‐octadecynoic acid. 7,8‐diketostearic acid, 8,9‐diketostearic acid, cis‐ a...
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| Veröffentlicht in: | Journal of the American Oil Chemists' Society 1951-10, Vol.28 (10), p.416-420 |
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| container_end_page | 420 |
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| container_issue | 10 |
| container_start_page | 416 |
| container_title | Journal of the American Oil Chemists' Society |
| container_volume | 28 |
| creator | Fusari, Salvatore A. Greenlee, K. W. Brown, J. B. |
| description | Summary
1. The cis‐ and trans‐modifications of 7‐, 8‐, and 11‐octadecenoic acids were synthesized by methods which leave no doubt as to their structure.
2. Many new compounds have been reported including 7‐octadecynoic acid, 8‐octadecynoic acid. 7,8‐diketostearic acid, 8,9‐diketostearic acid, cis‐ and trans‐7‐octadecenoic acids and their 7,8‐dihydroxystearic acid derivatives, and cis‐ and trans‐8‐octadecenoic acid derivatives and their 8,9‐dihydroxystearic acid derivatives.
3. A new series of intermediate reaction products has been reported although these compounds were not fully characterized. These compounds include hexamethylene bromochloride, hexamethylene iodochloride, 1‐chloro‐6‐heptadecyne, and 1‐chloro‐7‐heptadecyne.
4. The extinction coefficients at 10.36 microns of the cis and trans‐6‐, 7‐, 8‐, 9‐, and 11‐octadecenoic acids have been calculated and compared.
5. The melting points of the cis‐ and trans‐octadecenoic acids and their dihydroxy derivatives were shown to exhibit alternating patterns. |
| doi_str_mv | 10.1007/BF02589677 |
| format | Article |
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1. The cis‐ and trans‐modifications of 7‐, 8‐, and 11‐octadecenoic acids were synthesized by methods which leave no doubt as to their structure.
2. Many new compounds have been reported including 7‐octadecynoic acid, 8‐octadecynoic acid. 7,8‐diketostearic acid, 8,9‐diketostearic acid, cis‐ and trans‐7‐octadecenoic acids and their 7,8‐dihydroxystearic acid derivatives, and cis‐ and trans‐8‐octadecenoic acid derivatives and their 8,9‐dihydroxystearic acid derivatives.
3. A new series of intermediate reaction products has been reported although these compounds were not fully characterized. These compounds include hexamethylene bromochloride, hexamethylene iodochloride, 1‐chloro‐6‐heptadecyne, and 1‐chloro‐7‐heptadecyne.
4. The extinction coefficients at 10.36 microns of the cis and trans‐6‐, 7‐, 8‐, 9‐, and 11‐octadecenoic acids have been calculated and compared.
5. The melting points of the cis‐ and trans‐octadecenoic acids and their dihydroxy derivatives were shown to exhibit alternating patterns.</description><identifier>ISSN: 0003-021X</identifier><identifier>EISSN: 1558-9331</identifier><identifier>DOI: 10.1007/BF02589677</identifier><language>eng</language><publisher>Berlin/Heidelberg: Springer‐Verlag</publisher><ispartof>Journal of the American Oil Chemists' Society, 1951-10, Vol.28 (10), p.416-420</ispartof><rights>1951 American Oil Chemists' Society (AOCS)</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2536-12b9c170f7a9bfd7eefe3ea0eeb715eee383474602238d126310979a0311a30b3</citedby><cites>FETCH-LOGICAL-c2536-12b9c170f7a9bfd7eefe3ea0eeb715eee383474602238d126310979a0311a30b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Fusari, Salvatore A.</creatorcontrib><creatorcontrib>Greenlee, K. W.</creatorcontrib><creatorcontrib>Brown, J. B.</creatorcontrib><title>Syntheses of cis‐ and trans‐7‐ and 8‐octadecenoic acids: Comparison of the properties of cis‐ and trans‐6‐, 7‐, 8‐, 9‐, and 11‐octadecenoic acids</title><title>Journal of the American Oil Chemists' Society</title><description>Summary
1. The cis‐ and trans‐modifications of 7‐, 8‐, and 11‐octadecenoic acids were synthesized by methods which leave no doubt as to their structure.
2. Many new compounds have been reported including 7‐octadecynoic acid, 8‐octadecynoic acid. 7,8‐diketostearic acid, 8,9‐diketostearic acid, cis‐ and trans‐7‐octadecenoic acids and their 7,8‐dihydroxystearic acid derivatives, and cis‐ and trans‐8‐octadecenoic acid derivatives and their 8,9‐dihydroxystearic acid derivatives.
3. A new series of intermediate reaction products has been reported although these compounds were not fully characterized. These compounds include hexamethylene bromochloride, hexamethylene iodochloride, 1‐chloro‐6‐heptadecyne, and 1‐chloro‐7‐heptadecyne.
4. The extinction coefficients at 10.36 microns of the cis and trans‐6‐, 7‐, 8‐, 9‐, and 11‐octadecenoic acids have been calculated and compared.
5. The melting points of the cis‐ and trans‐octadecenoic acids and their dihydroxy derivatives were shown to exhibit alternating patterns.</description><issn>0003-021X</issn><issn>1558-9331</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1951</creationdate><recordtype>article</recordtype><recordid>eNp9kMFKw0AQhhdRsFYvPsGexejMbpNNvNVgVRB6qIK3sNlMcKXNht2A9OYj-Ba-l09i0ipe1MP8M__w8w0MY8cIZwigzi9nIOI0S5TaYSOM4zTKpMRdNgIAGYHAx312EMJzb1Mp4hF7X6yb7okCBe5qbmz4eH3juql453UzGPW9SPvBmU5XZKhx1nBtbBUueO5WrfY2uGYg9CzeeteS7-yfzKSvU642mm402-iQQfz1ziHbq_Uy0NFXH7OH2dV9fhPdza9v8-ldZEQskwhFmRlUUCudlXWliGqSpIGoVBgTkUzlRE0SEEKmFYpEImQq0yARtYRSjtnJlmu8C8FTXbTerrRfFwjF8OLi58V9GLbhF7uk9T_JYjrPFzDBRH4CvnOFwA</recordid><startdate>195110</startdate><enddate>195110</enddate><creator>Fusari, Salvatore A.</creator><creator>Greenlee, K. W.</creator><creator>Brown, J. B.</creator><general>Springer‐Verlag</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>195110</creationdate><title>Syntheses of cis‐ and trans‐7‐ and 8‐octadecenoic acids: Comparison of the properties of cis‐ and trans‐6‐, 7‐, 8‐, 9‐, and 11‐octadecenoic acids</title><author>Fusari, Salvatore A. ; Greenlee, K. W. ; Brown, J. B.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2536-12b9c170f7a9bfd7eefe3ea0eeb715eee383474602238d126310979a0311a30b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1951</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Fusari, Salvatore A.</creatorcontrib><creatorcontrib>Greenlee, K. W.</creatorcontrib><creatorcontrib>Brown, J. B.</creatorcontrib><collection>CrossRef</collection><jtitle>Journal of the American Oil Chemists' Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Fusari, Salvatore A.</au><au>Greenlee, K. W.</au><au>Brown, J. B.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Syntheses of cis‐ and trans‐7‐ and 8‐octadecenoic acids: Comparison of the properties of cis‐ and trans‐6‐, 7‐, 8‐, 9‐, and 11‐octadecenoic acids</atitle><jtitle>Journal of the American Oil Chemists' Society</jtitle><date>1951-10</date><risdate>1951</risdate><volume>28</volume><issue>10</issue><spage>416</spage><epage>420</epage><pages>416-420</pages><issn>0003-021X</issn><eissn>1558-9331</eissn><abstract>Summary
1. The cis‐ and trans‐modifications of 7‐, 8‐, and 11‐octadecenoic acids were synthesized by methods which leave no doubt as to their structure.
2. Many new compounds have been reported including 7‐octadecynoic acid, 8‐octadecynoic acid. 7,8‐diketostearic acid, 8,9‐diketostearic acid, cis‐ and trans‐7‐octadecenoic acids and their 7,8‐dihydroxystearic acid derivatives, and cis‐ and trans‐8‐octadecenoic acid derivatives and their 8,9‐dihydroxystearic acid derivatives.
3. A new series of intermediate reaction products has been reported although these compounds were not fully characterized. These compounds include hexamethylene bromochloride, hexamethylene iodochloride, 1‐chloro‐6‐heptadecyne, and 1‐chloro‐7‐heptadecyne.
4. The extinction coefficients at 10.36 microns of the cis and trans‐6‐, 7‐, 8‐, 9‐, and 11‐octadecenoic acids have been calculated and compared.
5. The melting points of the cis‐ and trans‐octadecenoic acids and their dihydroxy derivatives were shown to exhibit alternating patterns.</abstract><cop>Berlin/Heidelberg</cop><pub>Springer‐Verlag</pub><doi>10.1007/BF02589677</doi><tpages>5</tpages></addata></record> |
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| issn | 0003-021X 1558-9331 |
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| title | Syntheses of cis‐ and trans‐7‐ and 8‐octadecenoic acids: Comparison of the properties of cis‐ and trans‐6‐, 7‐, 8‐, 9‐, and 11‐octadecenoic acids |
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