Theoretical study of the side reactions of ethanol-to-butadiene conversion on MgO catalyst: formation of diethyl ether, ethyl acetal, 1,3-butanediol, methyl ethyl ketone, n-butanol, butanal, and acetone
To understand the mechanistic details of the catalytic conversion of ethanol to 1,3-butadiene on metal oxides, both the main reaction and the side reactions should be clarified. Seven side reactions on an MgO catalyst were examined using density functional theory calculations. They were: the condens...
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| Veröffentlicht in: | Theoretical chemistry accounts 2022-11, Vol.141 (11), Article 63 |
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| creator | Kayanuma, Megumi Shinke, Yu Miyazawa, Tomohisa Fujitani, Tadahiro Choe, Yoong-Kee |
| description | To understand the mechanistic details of the catalytic conversion of ethanol to 1,3-butadiene on metal oxides, both the main reaction and the side reactions should be clarified. Seven side reactions on an MgO catalyst were examined using density functional theory calculations. They were: the condensation of ethanol involving dehydration, which generates diethyl ether; condensation between ethanol and acetaldehyde, which generates ethyl acetal; reduction of acetaldol, which generates 1,3-butanediol (1,3-BDO); dehydration of 1,3-BDO, which generates methyl ethyl ketone; hydrogenation of crotonaldehyde, which generates
n
-butanol; isomerization of crotyl alcohol, which generates butanal; and dehydrogenation and decarboxylation of acetaldol, which generate acetone. Because the ethanol-to-butadiene conversion proceeds via several reaction steps, which are catalyzed on Lewis acidic and/or basic sites, increasing the efficiency of a reaction step in the main reaction path would also increase side reaction paths of other reaction steps. |
| doi_str_mv | 10.1007/s00214-022-02927-0 |
| format | Article |
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n
-butanol; isomerization of crotyl alcohol, which generates butanal; and dehydrogenation and decarboxylation of acetaldol, which generate acetone. Because the ethanol-to-butadiene conversion proceeds via several reaction steps, which are catalyzed on Lewis acidic and/or basic sites, increasing the efficiency of a reaction step in the main reaction path would also increase side reaction paths of other reaction steps.</description><identifier>ISSN: 1432-881X</identifier><identifier>EISSN: 1432-2234</identifier><identifier>DOI: 10.1007/s00214-022-02927-0</identifier><language>eng</language><publisher>Berlin/Heidelberg: Springer Berlin Heidelberg</publisher><subject>Acetaldehyde ; Acetone ; Atomic/Molecular Structure and Spectra ; Butadiene ; Butanediol ; Butanol ; Catalysts ; Catalytic converters ; Chemistry ; Chemistry and Materials Science ; Conversion ; Decarboxylation ; Dehydration ; Dehydrogenation ; Density functional theory ; Diethyl ether ; Ethanol ; Inorganic Chemistry ; Isomerization ; Magnesium oxide ; Metal oxides ; Methyl ethyl ketone ; Organic Chemistry ; Physical Chemistry ; Theoretical and Computational Chemistry</subject><ispartof>Theoretical chemistry accounts, 2022-11, Vol.141 (11), Article 63</ispartof><rights>The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2022. Springer Nature or its licensor holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c270t-89cf66f0df6eb8f1c1a9950b494e6e92451b0b1f67f1cfdb52874ce8d4981ffd3</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/s00214-022-02927-0$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s00214-022-02927-0$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Kayanuma, Megumi</creatorcontrib><creatorcontrib>Shinke, Yu</creatorcontrib><creatorcontrib>Miyazawa, Tomohisa</creatorcontrib><creatorcontrib>Fujitani, Tadahiro</creatorcontrib><creatorcontrib>Choe, Yoong-Kee</creatorcontrib><title>Theoretical study of the side reactions of ethanol-to-butadiene conversion on MgO catalyst: formation of diethyl ether, ethyl acetal, 1,3-butanediol, methyl ethyl ketone, n-butanol, butanal, and acetone</title><title>Theoretical chemistry accounts</title><addtitle>Theor Chem Acc</addtitle><description>To understand the mechanistic details of the catalytic conversion of ethanol to 1,3-butadiene on metal oxides, both the main reaction and the side reactions should be clarified. Seven side reactions on an MgO catalyst were examined using density functional theory calculations. They were: the condensation of ethanol involving dehydration, which generates diethyl ether; condensation between ethanol and acetaldehyde, which generates ethyl acetal; reduction of acetaldol, which generates 1,3-butanediol (1,3-BDO); dehydration of 1,3-BDO, which generates methyl ethyl ketone; hydrogenation of crotonaldehyde, which generates
n
-butanol; isomerization of crotyl alcohol, which generates butanal; and dehydrogenation and decarboxylation of acetaldol, which generate acetone. Because the ethanol-to-butadiene conversion proceeds via several reaction steps, which are catalyzed on Lewis acidic and/or basic sites, increasing the efficiency of a reaction step in the main reaction path would also increase side reaction paths of other reaction steps.</description><subject>Acetaldehyde</subject><subject>Acetone</subject><subject>Atomic/Molecular Structure and Spectra</subject><subject>Butadiene</subject><subject>Butanediol</subject><subject>Butanol</subject><subject>Catalysts</subject><subject>Catalytic converters</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Conversion</subject><subject>Decarboxylation</subject><subject>Dehydration</subject><subject>Dehydrogenation</subject><subject>Density functional theory</subject><subject>Diethyl ether</subject><subject>Ethanol</subject><subject>Inorganic Chemistry</subject><subject>Isomerization</subject><subject>Magnesium oxide</subject><subject>Metal oxides</subject><subject>Methyl ethyl ketone</subject><subject>Organic Chemistry</subject><subject>Physical Chemistry</subject><subject>Theoretical and Computational Chemistry</subject><issn>1432-881X</issn><issn>1432-2234</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp9kc1KxDAUhYsoOI6-gKuA26kmaaZt3MngHyhuFNyFNLlxqp1kTDLCvKJPZdoOuhPyc2_udw6Bk2WnBJ8TjKuLgDElLMeUps1pleO9bEJYQXNKC7a_q-uavB5mRyG848TTeTXJvp-X4DzEVskOhbjRW-QMiktAodWAPEgVW2dD_wpxKa3r8ujyZhOlbsECUs5-gQ-JQWk9vj0hJaPstiFeIuP8SsZhZFDC43Lb9S7gZ2hspIIEzxCZFYOnBd261K9-2XR-QHQWZsiOSD8fil4orR5MEnCcHRjZBTjZ3dPs5eb6eXGXPzzd3i-uHnJFKxzzmitTlgZrU0JTG6KI5HyOG8YZlMApm5MGN8SUVZoZ3cxpXTEFtWa8JsboYpqdjb5r7z43EKJ4dxuffhMErSjjmBcFSxQdKeVdCB6MWPt2Jf1WECz6zMSYmUhBiCEzgZOoGEUhwfYN_J_1P6ofmoyduw</recordid><startdate>20221101</startdate><enddate>20221101</enddate><creator>Kayanuma, Megumi</creator><creator>Shinke, Yu</creator><creator>Miyazawa, Tomohisa</creator><creator>Fujitani, Tadahiro</creator><creator>Choe, Yoong-Kee</creator><general>Springer Berlin Heidelberg</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20221101</creationdate><title>Theoretical study of the side reactions of ethanol-to-butadiene conversion on MgO catalyst: formation of diethyl ether, ethyl acetal, 1,3-butanediol, methyl ethyl ketone, n-butanol, butanal, and acetone</title><author>Kayanuma, Megumi ; Shinke, Yu ; Miyazawa, Tomohisa ; Fujitani, Tadahiro ; Choe, Yoong-Kee</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c270t-89cf66f0df6eb8f1c1a9950b494e6e92451b0b1f67f1cfdb52874ce8d4981ffd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Acetaldehyde</topic><topic>Acetone</topic><topic>Atomic/Molecular Structure and Spectra</topic><topic>Butadiene</topic><topic>Butanediol</topic><topic>Butanol</topic><topic>Catalysts</topic><topic>Catalytic converters</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Conversion</topic><topic>Decarboxylation</topic><topic>Dehydration</topic><topic>Dehydrogenation</topic><topic>Density functional theory</topic><topic>Diethyl ether</topic><topic>Ethanol</topic><topic>Inorganic Chemistry</topic><topic>Isomerization</topic><topic>Magnesium oxide</topic><topic>Metal oxides</topic><topic>Methyl ethyl ketone</topic><topic>Organic Chemistry</topic><topic>Physical Chemistry</topic><topic>Theoretical and Computational Chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kayanuma, Megumi</creatorcontrib><creatorcontrib>Shinke, Yu</creatorcontrib><creatorcontrib>Miyazawa, Tomohisa</creatorcontrib><creatorcontrib>Fujitani, Tadahiro</creatorcontrib><creatorcontrib>Choe, Yoong-Kee</creatorcontrib><collection>CrossRef</collection><jtitle>Theoretical chemistry accounts</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kayanuma, Megumi</au><au>Shinke, Yu</au><au>Miyazawa, Tomohisa</au><au>Fujitani, Tadahiro</au><au>Choe, Yoong-Kee</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Theoretical study of the side reactions of ethanol-to-butadiene conversion on MgO catalyst: formation of diethyl ether, ethyl acetal, 1,3-butanediol, methyl ethyl ketone, n-butanol, butanal, and acetone</atitle><jtitle>Theoretical chemistry accounts</jtitle><stitle>Theor Chem Acc</stitle><date>2022-11-01</date><risdate>2022</risdate><volume>141</volume><issue>11</issue><artnum>63</artnum><issn>1432-881X</issn><eissn>1432-2234</eissn><abstract>To understand the mechanistic details of the catalytic conversion of ethanol to 1,3-butadiene on metal oxides, both the main reaction and the side reactions should be clarified. Seven side reactions on an MgO catalyst were examined using density functional theory calculations. They were: the condensation of ethanol involving dehydration, which generates diethyl ether; condensation between ethanol and acetaldehyde, which generates ethyl acetal; reduction of acetaldol, which generates 1,3-butanediol (1,3-BDO); dehydration of 1,3-BDO, which generates methyl ethyl ketone; hydrogenation of crotonaldehyde, which generates
n
-butanol; isomerization of crotyl alcohol, which generates butanal; and dehydrogenation and decarboxylation of acetaldol, which generate acetone. Because the ethanol-to-butadiene conversion proceeds via several reaction steps, which are catalyzed on Lewis acidic and/or basic sites, increasing the efficiency of a reaction step in the main reaction path would also increase side reaction paths of other reaction steps.</abstract><cop>Berlin/Heidelberg</cop><pub>Springer Berlin Heidelberg</pub><doi>10.1007/s00214-022-02927-0</doi></addata></record> |
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| subjects | Acetaldehyde Acetone Atomic/Molecular Structure and Spectra Butadiene Butanediol Butanol Catalysts Catalytic converters Chemistry Chemistry and Materials Science Conversion Decarboxylation Dehydration Dehydrogenation Density functional theory Diethyl ether Ethanol Inorganic Chemistry Isomerization Magnesium oxide Metal oxides Methyl ethyl ketone Organic Chemistry Physical Chemistry Theoretical and Computational Chemistry |
| title | Theoretical study of the side reactions of ethanol-to-butadiene conversion on MgO catalyst: formation of diethyl ether, ethyl acetal, 1,3-butanediol, methyl ethyl ketone, n-butanol, butanal, and acetone |
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