The Thermal Behavior of Some Resin Acids at 400-500 °C
The hot tube pyrolysis of dehydroabietic acid ( 1 ) at 400-500 °C was found to produce as major products the three possible A-ring olefins (19-norabieta-4,8,11,13-tetraene ( 2 ); 19-norabieta-4(18),8,11,13-tetraene ( 3 ); and 19-norabieta-3,8,11,13-tetraene ( 4 )) resulting from the elimination of t...
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| Veröffentlicht in: | Canadian journal of chemistry 1972-07, Vol.50 (14), p.2224-2229 |
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| container_title | Canadian journal of chemistry |
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| creator | Severson, Ray F Schuller, Walter H |
| description | The hot tube pyrolysis of dehydroabietic acid (
1
) at 400-500 °C was found to produce as major products the three possible A-ring olefins (19-norabieta-4,8,11,13-tetraene (
2
); 19-norabieta-4(18),8,11,13-tetraene (
3
); and 19-norabieta-3,8,11,13-tetraene (
4
)) resulting from the elimination of the carboxylate moiety. The i.r., n.m.r., u.v., and mass spectrum of each olefln was obtained and discussed. The pyrolysis of abietic acid (
7
) and levopimaric acid (
8
) under identical conditions was found to yield A-ring olefins; to isomerize to yield varying mixtures of palustric,
7
, and neoabietic acids; to dehydrogenate to yield
1
; and to eliminate propylene to form deisopropyldehydroabietic acid (
15
). A mechanism to explain the formation of
15
from the dienoic resin acids is given. |
| doi_str_mv | 10.1139/v72-357 |
| format | Article |
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1
) at 400-500 °C was found to produce as major products the three possible A-ring olefins (19-norabieta-4,8,11,13-tetraene (
2
); 19-norabieta-4(18),8,11,13-tetraene (
3
); and 19-norabieta-3,8,11,13-tetraene (
4
)) resulting from the elimination of the carboxylate moiety. The i.r., n.m.r., u.v., and mass spectrum of each olefln was obtained and discussed. The pyrolysis of abietic acid (
7
) and levopimaric acid (
8
) under identical conditions was found to yield A-ring olefins; to isomerize to yield varying mixtures of palustric,
7
, and neoabietic acids; to dehydrogenate to yield
1
; and to eliminate propylene to form deisopropyldehydroabietic acid (
15
). A mechanism to explain the formation of
15
from the dienoic resin acids is given.</description><identifier>ISSN: 0008-4042</identifier><identifier>EISSN: 1480-3291</identifier><identifier>DOI: 10.1139/v72-357</identifier><language>eng</language><publisher>Ottawa, Canada: NRC Research Press</publisher><ispartof>Canadian journal of chemistry, 1972-07, Vol.50 (14), p.2224-2229</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c202f-6687c11a11f39d2e88b6800d2814a66935166a030ebfc53b3b1820de360d93d03</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://cdnsciencepub.com/doi/pdf/10.1139/v72-357$$EPDF$$P50$$Gnrcresearch$$H</linktopdf><linktohtml>$$Uhttps://cdnsciencepub.com/doi/full/10.1139/v72-357$$EHTML$$P50$$Gnrcresearch$$H</linktohtml><link.rule.ids>315,781,785,2933,27929,27930,64433,65239</link.rule.ids></links><search><creatorcontrib>Severson, Ray F</creatorcontrib><creatorcontrib>Schuller, Walter H</creatorcontrib><title>The Thermal Behavior of Some Resin Acids at 400-500 °C</title><title>Canadian journal of chemistry</title><addtitle>Revue canadienne de chimie</addtitle><description>The hot tube pyrolysis of dehydroabietic acid (
1
) at 400-500 °C was found to produce as major products the three possible A-ring olefins (19-norabieta-4,8,11,13-tetraene (
2
); 19-norabieta-4(18),8,11,13-tetraene (
3
); and 19-norabieta-3,8,11,13-tetraene (
4
)) resulting from the elimination of the carboxylate moiety. The i.r., n.m.r., u.v., and mass spectrum of each olefln was obtained and discussed. The pyrolysis of abietic acid (
7
) and levopimaric acid (
8
) under identical conditions was found to yield A-ring olefins; to isomerize to yield varying mixtures of palustric,
7
, and neoabietic acids; to dehydrogenate to yield
1
; and to eliminate propylene to form deisopropyldehydroabietic acid (
15
). A mechanism to explain the formation of
15
from the dienoic resin acids is given.</description><issn>0008-4042</issn><issn>1480-3291</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1972</creationdate><recordtype>article</recordtype><recordid>eNp9z81KxDAQwPEgCtZVfIWcFIToTKZN0-Na_IIFQddzSfNBK9vtksiCb-Uz-GRWdq96GIaBHwN_xs4RrhGputmWUlBRHrAMcw2CZIWHLAMALXLI5TE7Sel9OkuQRcbKZef5NHEwK37rO7Ptx8jHwF_HwfMXn_o1n9veJW4-eA4gCgD-_VWfsqNgVsmf7feMvd3fLetHsXh-eKrnC2ElyCCU0qVFNIiBKie91q3SAE5qzI1SFRWolAEC3wZbUEstagnOkwJXkQOascvdXxvHlKIPzSb2g4mfDULz29tMvc3UO8mrnVxHG33yJtruH3zxN96jZuMC_QC3_1-3</recordid><startdate>19720715</startdate><enddate>19720715</enddate><creator>Severson, Ray F</creator><creator>Schuller, Walter H</creator><general>NRC Research Press</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19720715</creationdate><title>The Thermal Behavior of Some Resin Acids at 400-500 °C</title><author>Severson, Ray F ; Schuller, Walter H</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c202f-6687c11a11f39d2e88b6800d2814a66935166a030ebfc53b3b1820de360d93d03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1972</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Severson, Ray F</creatorcontrib><creatorcontrib>Schuller, Walter H</creatorcontrib><collection>CrossRef</collection><jtitle>Canadian journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Severson, Ray F</au><au>Schuller, Walter H</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The Thermal Behavior of Some Resin Acids at 400-500 °C</atitle><jtitle>Canadian journal of chemistry</jtitle><addtitle>Revue canadienne de chimie</addtitle><date>1972-07-15</date><risdate>1972</risdate><volume>50</volume><issue>14</issue><spage>2224</spage><epage>2229</epage><pages>2224-2229</pages><issn>0008-4042</issn><eissn>1480-3291</eissn><abstract>The hot tube pyrolysis of dehydroabietic acid (
1
) at 400-500 °C was found to produce as major products the three possible A-ring olefins (19-norabieta-4,8,11,13-tetraene (
2
); 19-norabieta-4(18),8,11,13-tetraene (
3
); and 19-norabieta-3,8,11,13-tetraene (
4
)) resulting from the elimination of the carboxylate moiety. The i.r., n.m.r., u.v., and mass spectrum of each olefln was obtained and discussed. The pyrolysis of abietic acid (
7
) and levopimaric acid (
8
) under identical conditions was found to yield A-ring olefins; to isomerize to yield varying mixtures of palustric,
7
, and neoabietic acids; to dehydrogenate to yield
1
; and to eliminate propylene to form deisopropyldehydroabietic acid (
15
). A mechanism to explain the formation of
15
from the dienoic resin acids is given.</abstract><cop>Ottawa, Canada</cop><pub>NRC Research Press</pub><doi>10.1139/v72-357</doi><tpages>6</tpages></addata></record> |
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| ispartof | Canadian journal of chemistry, 1972-07, Vol.50 (14), p.2224-2229 |
| issn | 0008-4042 1480-3291 |
| language | eng |
| recordid | cdi_nrcresearch_primary_10_1139_v72_357 |
| source | NRC Research Press; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| title | The Thermal Behavior of Some Resin Acids at 400-500 °C |
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