Enhancement of Acid‐Catalyzed Esterification by the Addition of Base
General acid‐catalyzed reaction can be enhanced by the addition of base. Self‐catalyzed esterification of benzoic acid and octan‐1‐ol was enhanced by the addition of certain base such as imidazole. The rate of the esterification was accelerated as the concentration of imidazole increased. Trans‐este...
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Veröffentlicht in: | Helvetica chimica acta 2019-10, Vol.102 (10), p.n/a |
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creator | Kihara, Nobuhiro Matsumoto, Yasuhiro Tsukamoto, Shunsuke |
description | General acid‐catalyzed reaction can be enhanced by the addition of base. Self‐catalyzed esterification of benzoic acid and octan‐1‐ol was enhanced by the addition of certain base such as imidazole. The rate of the esterification was accelerated as the concentration of imidazole increased. Trans‐esterification of 4‐nitrophenyl acetate was promoted in chloroform by the mixture of benzoic acid and imidazole, but not by benzoic acid or imidazole alone. |
doi_str_mv | 10.1002/hlca.201900154 |
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Self‐catalyzed esterification of benzoic acid and octan‐1‐ol was enhanced by the addition of certain base such as imidazole. The rate of the esterification was accelerated as the concentration of imidazole increased. Trans‐esterification of 4‐nitrophenyl acetate was promoted in chloroform by the mixture of benzoic acid and imidazole, but not by benzoic acid or imidazole alone.</description><identifier>ISSN: 0018-019X</identifier><identifier>EISSN: 1522-2675</identifier><identifier>DOI: 10.1002/hlca.201900154</identifier><language>eng</language><publisher>Zürich: Wiley Subscription Services, Inc</publisher><subject>Acetic acid ; Acids ; bases ; Benzoic acid ; Chloroform ; cooperative effects ; Esterification ; general acid-catalyzed reaction ; Imidazole ; imidazoles ; Octanol</subject><ispartof>Helvetica chimica acta, 2019-10, Vol.102 (10), p.n/a</ispartof><rights>2019 Wiley‐VHCA AG, Zurich, Switzerland</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c2724-9e2655474e7109cceba5a44e9797f847e53e0fc795dc17e3c25c0f5917a6e71d3</cites><orcidid>0000-0002-9461-2037</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fhlca.201900154$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fhlca.201900154$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1416,27922,27923,45572,45573</link.rule.ids></links><search><creatorcontrib>Kihara, Nobuhiro</creatorcontrib><creatorcontrib>Matsumoto, Yasuhiro</creatorcontrib><creatorcontrib>Tsukamoto, Shunsuke</creatorcontrib><title>Enhancement of Acid‐Catalyzed Esterification by the Addition of Base</title><title>Helvetica chimica acta</title><description>General acid‐catalyzed reaction can be enhanced by the addition of base. Self‐catalyzed esterification of benzoic acid and octan‐1‐ol was enhanced by the addition of certain base such as imidazole. The rate of the esterification was accelerated as the concentration of imidazole increased. Trans‐esterification of 4‐nitrophenyl acetate was promoted in chloroform by the mixture of benzoic acid and imidazole, but not by benzoic acid or imidazole alone.</description><subject>Acetic acid</subject><subject>Acids</subject><subject>bases</subject><subject>Benzoic acid</subject><subject>Chloroform</subject><subject>cooperative effects</subject><subject>Esterification</subject><subject>general acid-catalyzed reaction</subject><subject>Imidazole</subject><subject>imidazoles</subject><subject>Octanol</subject><issn>0018-019X</issn><issn>1522-2675</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNqFkM9KAzEQh4MoWKtXzwuet06ySdMc16V_hIIXBW8hzU7olu1uTbbIevIRfEafxNSKHj0NM_P7ZuAj5JrCiAKw23VtzYgBVQBU8BMyoIKxlI2lOCWDOJukcfd8Ti5C2ACAUiAHZDZt1qaxuMWmS1qX5LYqP98_CtOZun_DMpmGDn3lKmu6qm2SVZ90a0zysqy--4jcmYCX5MyZOuDVTx2Sp9n0sViky4f5fZEvU8sk46lCNhaCS46SgrIWV0YYzlFJJd2ESxQZgrNSidJSiZllwoITikozjkiZDcnN8e7Oty97DJ3etHvfxJeaZSBkxhifxNTomLK-DcGj0ztfbY3vNQV9cKUPrvSvqwioI_Ba1dj_k9aLZZH_sV-gKW1G</recordid><startdate>201910</startdate><enddate>201910</enddate><creator>Kihara, Nobuhiro</creator><creator>Matsumoto, Yasuhiro</creator><creator>Tsukamoto, Shunsuke</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>7QO</scope><scope>7T7</scope><scope>7U9</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>H94</scope><scope>M7N</scope><scope>P64</scope><orcidid>https://orcid.org/0000-0002-9461-2037</orcidid></search><sort><creationdate>201910</creationdate><title>Enhancement of Acid‐Catalyzed Esterification by the Addition of Base</title><author>Kihara, Nobuhiro ; Matsumoto, Yasuhiro ; Tsukamoto, Shunsuke</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2724-9e2655474e7109cceba5a44e9797f847e53e0fc795dc17e3c25c0f5917a6e71d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Acetic acid</topic><topic>Acids</topic><topic>bases</topic><topic>Benzoic acid</topic><topic>Chloroform</topic><topic>cooperative effects</topic><topic>Esterification</topic><topic>general acid-catalyzed reaction</topic><topic>Imidazole</topic><topic>imidazoles</topic><topic>Octanol</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kihara, Nobuhiro</creatorcontrib><creatorcontrib>Matsumoto, Yasuhiro</creatorcontrib><creatorcontrib>Tsukamoto, Shunsuke</creatorcontrib><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Helvetica chimica acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kihara, Nobuhiro</au><au>Matsumoto, Yasuhiro</au><au>Tsukamoto, Shunsuke</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enhancement of Acid‐Catalyzed Esterification by the Addition of Base</atitle><jtitle>Helvetica chimica acta</jtitle><date>2019-10</date><risdate>2019</risdate><volume>102</volume><issue>10</issue><epage>n/a</epage><issn>0018-019X</issn><eissn>1522-2675</eissn><abstract>General acid‐catalyzed reaction can be enhanced by the addition of base. Self‐catalyzed esterification of benzoic acid and octan‐1‐ol was enhanced by the addition of certain base such as imidazole. The rate of the esterification was accelerated as the concentration of imidazole increased. Trans‐esterification of 4‐nitrophenyl acetate was promoted in chloroform by the mixture of benzoic acid and imidazole, but not by benzoic acid or imidazole alone.</abstract><cop>Zürich</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/hlca.201900154</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-9461-2037</orcidid></addata></record> |
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subjects | Acetic acid Acids bases Benzoic acid Chloroform cooperative effects Esterification general acid-catalyzed reaction Imidazole imidazoles Octanol |
title | Enhancement of Acid‐Catalyzed Esterification by the Addition of Base |
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