Solvent-induced selectivity in α-pinene oxide isomerization catalyzed by Fe-modified zeolite beta
α -Pinene oxide rearrangement to important product— trans -carveol and campholenic aldehyde in the presence of zeolite beta modified by various amount of iron (0.625–20 wt%) was studied. The amount of iron influenced initial reaction rate and time for 50% conversion. The initial reaction rate decrea...
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| Veröffentlicht in: | Chemical papers 2019-07, Vol.73 (7), p.1621-1627 |
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| creator | Vyskočilová, Eliška Hašková, Lenka Červený, Libor |
| description | α
-Pinene oxide rearrangement to important product—
trans
-carveol and campholenic aldehyde in the presence of zeolite beta modified by various amount of iron (0.625–20 wt%) was studied. The amount of iron influenced initial reaction rate and time for 50% conversion. The initial reaction rate decreased with decreasing amount of iron therefore with decreasing acidity. On the other side, the highest conversion achieved after 180 min was in the case of material modified by 5 wt% of iron. The selectivity was only slightly influenced by the iron amount, but very important was the influence of used solvent on product distribution. Large variety of solvents was used in this reaction (toluene, acetonitrile, 1,4-dioxane, acetone,
N,N
-dimethylformamide,
N,N
- dimethylacetamide, dimethyl sulfoxide). Using strongly basic polar solvents (e.g., dimethyl sulfoxide) the main product in the reaction mixture was
trans
-carveol and using low-basic solvents (e.g. toluene) it was campholenic aldehyde. It was shown that the product distribution may be induced by used solvent. |
| doi_str_mv | 10.1007/s11696-019-00713-0 |
| format | Article |
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-Pinene oxide rearrangement to important product—
trans
-carveol and campholenic aldehyde in the presence of zeolite beta modified by various amount of iron (0.625–20 wt%) was studied. The amount of iron influenced initial reaction rate and time for 50% conversion. The initial reaction rate decreased with decreasing amount of iron therefore with decreasing acidity. On the other side, the highest conversion achieved after 180 min was in the case of material modified by 5 wt% of iron. The selectivity was only slightly influenced by the iron amount, but very important was the influence of used solvent on product distribution. Large variety of solvents was used in this reaction (toluene, acetonitrile, 1,4-dioxane, acetone,
N,N
-dimethylformamide,
N,N
- dimethylacetamide, dimethyl sulfoxide). Using strongly basic polar solvents (e.g., dimethyl sulfoxide) the main product in the reaction mixture was
trans
-carveol and using low-basic solvents (e.g. toluene) it was campholenic aldehyde. It was shown that the product distribution may be induced by used solvent.</description><identifier>ISSN: 2585-7290</identifier><identifier>ISSN: 0366-6352</identifier><identifier>EISSN: 1336-9075</identifier><identifier>DOI: 10.1007/s11696-019-00713-0</identifier><language>eng</language><publisher>Cham: Springer International Publishing</publisher><subject>Acetone ; Acetonitrile ; Biochemistry ; Biotechnology ; Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Conversion ; Dimethyl sulfoxide ; Industrial Chemistry/Chemical Engineering ; Iron ; Isomerization ; Materials Science ; Medicinal Chemistry ; Original Paper ; Selectivity ; Solvents ; Sulfoxides ; Toluene ; Zeolites</subject><ispartof>Chemical papers, 2019-07, Vol.73 (7), p.1621-1627</ispartof><rights>Institute of Chemistry, Slovak Academy of Sciences 2019</rights><rights>Copyright Springer Nature B.V. 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c319t-ead19d5b4d9cb315c58ab18de796ad85f61177a5350af782612ab4a072f53dbe3</citedby><cites>FETCH-LOGICAL-c319t-ead19d5b4d9cb315c58ab18de796ad85f61177a5350af782612ab4a072f53dbe3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s11696-019-00713-0$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s11696-019-00713-0$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Vyskočilová, Eliška</creatorcontrib><creatorcontrib>Hašková, Lenka</creatorcontrib><creatorcontrib>Červený, Libor</creatorcontrib><title>Solvent-induced selectivity in α-pinene oxide isomerization catalyzed by Fe-modified zeolite beta</title><title>Chemical papers</title><addtitle>Chem. Pap</addtitle><description>α
-Pinene oxide rearrangement to important product—
trans
-carveol and campholenic aldehyde in the presence of zeolite beta modified by various amount of iron (0.625–20 wt%) was studied. The amount of iron influenced initial reaction rate and time for 50% conversion. The initial reaction rate decreased with decreasing amount of iron therefore with decreasing acidity. On the other side, the highest conversion achieved after 180 min was in the case of material modified by 5 wt% of iron. The selectivity was only slightly influenced by the iron amount, but very important was the influence of used solvent on product distribution. Large variety of solvents was used in this reaction (toluene, acetonitrile, 1,4-dioxane, acetone,
N,N
-dimethylformamide,
N,N
- dimethylacetamide, dimethyl sulfoxide). Using strongly basic polar solvents (e.g., dimethyl sulfoxide) the main product in the reaction mixture was
trans
-carveol and using low-basic solvents (e.g. toluene) it was campholenic aldehyde. It was shown that the product distribution may be induced by used solvent.</description><subject>Acetone</subject><subject>Acetonitrile</subject><subject>Biochemistry</subject><subject>Biotechnology</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Conversion</subject><subject>Dimethyl sulfoxide</subject><subject>Industrial Chemistry/Chemical Engineering</subject><subject>Iron</subject><subject>Isomerization</subject><subject>Materials Science</subject><subject>Medicinal Chemistry</subject><subject>Original Paper</subject><subject>Selectivity</subject><subject>Solvents</subject><subject>Sulfoxides</subject><subject>Toluene</subject><subject>Zeolites</subject><issn>2585-7290</issn><issn>0366-6352</issn><issn>1336-9075</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp9kM1KxDAUhYMoOOi8gKuC62h-mqZZyuCoMOBCXYekuZVIpxmTzGDnrXwRn8mOFdy5uhw437nwIXRByRUlRF4nSitVYUIVHiPlmByhGeW8wopIcYxmTNQCS6bIKZqn5C0pS8lZXckZsk-h20Gfse_dtgFXJOigyX7n81D4vvj6xBvfQw9F-PAOCp_CGqLfm-xDXzQmm27Yj5gdiiXgdXC-9WPcQ-h8hsJCNufopDVdgvnvPUMvy9vnxT1ePd49LG5WuOFUZQzGUeWELZ1qLKeiEbWxtHYgVWVcLdqKUimN4IKYVtasoszY0hDJWsGdBX6GLqfdTQzvW0hZv4Vt7MeXmjFGakIFIWOLTa0mhpQitHoT_drEQVOiDzr1pFOPOvWPTn2A-ASlsdy_Qvyb_of6Bv3uegQ</recordid><startdate>20190701</startdate><enddate>20190701</enddate><creator>Vyskočilová, Eliška</creator><creator>Hašková, Lenka</creator><creator>Červený, Libor</creator><general>Springer International Publishing</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20190701</creationdate><title>Solvent-induced selectivity in α-pinene oxide isomerization catalyzed by Fe-modified zeolite beta</title><author>Vyskočilová, Eliška ; Hašková, Lenka ; Červený, Libor</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c319t-ead19d5b4d9cb315c58ab18de796ad85f61177a5350af782612ab4a072f53dbe3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Acetone</topic><topic>Acetonitrile</topic><topic>Biochemistry</topic><topic>Biotechnology</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Conversion</topic><topic>Dimethyl sulfoxide</topic><topic>Industrial Chemistry/Chemical Engineering</topic><topic>Iron</topic><topic>Isomerization</topic><topic>Materials Science</topic><topic>Medicinal Chemistry</topic><topic>Original Paper</topic><topic>Selectivity</topic><topic>Solvents</topic><topic>Sulfoxides</topic><topic>Toluene</topic><topic>Zeolites</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Vyskočilová, Eliška</creatorcontrib><creatorcontrib>Hašková, Lenka</creatorcontrib><creatorcontrib>Červený, Libor</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Chemical papers</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Vyskočilová, Eliška</au><au>Hašková, Lenka</au><au>Červený, Libor</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Solvent-induced selectivity in α-pinene oxide isomerization catalyzed by Fe-modified zeolite beta</atitle><jtitle>Chemical papers</jtitle><stitle>Chem. Pap</stitle><date>2019-07-01</date><risdate>2019</risdate><volume>73</volume><issue>7</issue><spage>1621</spage><epage>1627</epage><pages>1621-1627</pages><issn>2585-7290</issn><issn>0366-6352</issn><eissn>1336-9075</eissn><abstract>α
-Pinene oxide rearrangement to important product—
trans
-carveol and campholenic aldehyde in the presence of zeolite beta modified by various amount of iron (0.625–20 wt%) was studied. The amount of iron influenced initial reaction rate and time for 50% conversion. The initial reaction rate decreased with decreasing amount of iron therefore with decreasing acidity. On the other side, the highest conversion achieved after 180 min was in the case of material modified by 5 wt% of iron. The selectivity was only slightly influenced by the iron amount, but very important was the influence of used solvent on product distribution. Large variety of solvents was used in this reaction (toluene, acetonitrile, 1,4-dioxane, acetone,
N,N
-dimethylformamide,
N,N
- dimethylacetamide, dimethyl sulfoxide). Using strongly basic polar solvents (e.g., dimethyl sulfoxide) the main product in the reaction mixture was
trans
-carveol and using low-basic solvents (e.g. toluene) it was campholenic aldehyde. It was shown that the product distribution may be induced by used solvent.</abstract><cop>Cham</cop><pub>Springer International Publishing</pub><doi>10.1007/s11696-019-00713-0</doi><tpages>7</tpages></addata></record> |
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| language | eng |
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| subjects | Acetone Acetonitrile Biochemistry Biotechnology Chemistry Chemistry and Materials Science Chemistry/Food Science Conversion Dimethyl sulfoxide Industrial Chemistry/Chemical Engineering Iron Isomerization Materials Science Medicinal Chemistry Original Paper Selectivity Solvents Sulfoxides Toluene Zeolites |
| title | Solvent-induced selectivity in α-pinene oxide isomerization catalyzed by Fe-modified zeolite beta |
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