Energetics of Nonbonded Ortho Interactions in Alkylbenzenes
The gas-phase enthalpies of formation for a set of ortho-substituted alkylbenzenes were obtained from CCSD(T*)-F12 and W1-F12 calculations. Most values are in keeping with available experimental data. The gas-phase enthalpies of formation of 1-ethyl-2-propylbenzene, 1-ethyl-2-isopropylbenzene, 1,2-d...
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| Veröffentlicht in: | The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory Molecules, spectroscopy, kinetics, environment, & general theory, 2013-04, Vol.117 (13), p.2873-2878 |
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| container_title | The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory |
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| creator | Agapito, Filipe Santos, Rui C. Martinho Simões, José A. |
| description | The gas-phase enthalpies of formation for a set of ortho-substituted alkylbenzenes were obtained from CCSD(T*)-F12 and W1-F12 calculations. Most values are in keeping with available experimental data. The gas-phase enthalpies of formation of 1-ethyl-2-propylbenzene, 1-ethyl-2-isopropylbenzene, 1,2-diisopropylbenzene, 1,2,4-triethylbenzene, and 1,2,4,5-tetraethylbenzene, for which no experimental data are available, were determined as −46.0, −46.8, −68.7, −76.9, and −116.8 kJ mol–1, respectively (estimated error bar ±4 kJ mol–1). The whole set of experimental and theoretical values are in good agreement with the estimates obtained using the extended Laidler bond additivity (ELBA) method. This agreement supports the approximation used in ELBA that interactions between ortho alkyl groups (other than tertiary alkyl groups) have roughly the same magnitude as a methyl–methyl interaction. |
| doi_str_mv | 10.1021/jp400475q |
| format | Article |
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Most values are in keeping with available experimental data. The gas-phase enthalpies of formation of 1-ethyl-2-propylbenzene, 1-ethyl-2-isopropylbenzene, 1,2-diisopropylbenzene, 1,2,4-triethylbenzene, and 1,2,4,5-tetraethylbenzene, for which no experimental data are available, were determined as −46.0, −46.8, −68.7, −76.9, and −116.8 kJ mol–1, respectively (estimated error bar ±4 kJ mol–1). The whole set of experimental and theoretical values are in good agreement with the estimates obtained using the extended Laidler bond additivity (ELBA) method. This agreement supports the approximation used in ELBA that interactions between ortho alkyl groups (other than tertiary alkyl groups) have roughly the same magnitude as a methyl–methyl interaction.</description><identifier>ISSN: 1089-5639</identifier><identifier>EISSN: 1520-5215</identifier><identifier>DOI: 10.1021/jp400475q</identifier><identifier>PMID: 23441731</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Alkylbenzenes ; Approximation ; Atomic and molecular physics ; Bonding ; Calculations and mathematical techniques in atomic and molecular physics (excluding electron correlation calculations) ; Coupled cluster theory ; Electronic structure of atoms, molecules and their ions: theory ; Enthalpy ; Estimates ; Exact sciences and technology ; Formations ; Mathematical analysis ; Physical chemistry ; Physics</subject><ispartof>The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory, 2013-04, Vol.117 (13), p.2873-2878</ispartof><rights>Copyright © 2013 American Chemical Society</rights><rights>2014 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a378t-4213ab6a96c3e6b6d3eb59ae88628e96bbc240d5e8ad0d60946b0e59b56a0d2a3</citedby><cites>FETCH-LOGICAL-a378t-4213ab6a96c3e6b6d3eb59ae88628e96bbc240d5e8ad0d60946b0e59b56a0d2a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jp400475q$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jp400475q$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,777,781,2752,27057,27905,27906,56719,56769</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=27211192$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23441731$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Agapito, Filipe</creatorcontrib><creatorcontrib>Santos, Rui C.</creatorcontrib><creatorcontrib>Martinho Simões, José A.</creatorcontrib><title>Energetics of Nonbonded Ortho Interactions in Alkylbenzenes</title><title>The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory</title><addtitle>J. Phys. Chem. A</addtitle><description>The gas-phase enthalpies of formation for a set of ortho-substituted alkylbenzenes were obtained from CCSD(T*)-F12 and W1-F12 calculations. Most values are in keeping with available experimental data. The gas-phase enthalpies of formation of 1-ethyl-2-propylbenzene, 1-ethyl-2-isopropylbenzene, 1,2-diisopropylbenzene, 1,2,4-triethylbenzene, and 1,2,4,5-tetraethylbenzene, for which no experimental data are available, were determined as −46.0, −46.8, −68.7, −76.9, and −116.8 kJ mol–1, respectively (estimated error bar ±4 kJ mol–1). The whole set of experimental and theoretical values are in good agreement with the estimates obtained using the extended Laidler bond additivity (ELBA) method. This agreement supports the approximation used in ELBA that interactions between ortho alkyl groups (other than tertiary alkyl groups) have roughly the same magnitude as a methyl–methyl interaction.</description><subject>Alkylbenzenes</subject><subject>Approximation</subject><subject>Atomic and molecular physics</subject><subject>Bonding</subject><subject>Calculations and mathematical techniques in atomic and molecular physics (excluding electron correlation calculations)</subject><subject>Coupled cluster theory</subject><subject>Electronic structure of atoms, molecules and their ions: theory</subject><subject>Enthalpy</subject><subject>Estimates</subject><subject>Exact sciences and technology</subject><subject>Formations</subject><subject>Mathematical analysis</subject><subject>Physical chemistry</subject><subject>Physics</subject><issn>1089-5639</issn><issn>1520-5215</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNqF0D1PwzAQBmALgWgpDPwBlAUJhoC_E4upqgpUqugCc2Q7V0hJ7dZOhvLrCWppFySmu-HRe7oXoUuC7wim5H6x4hjzTKyPUJ8IilNBiTjudpyrVEimeugsxgXGmDDKT1GPMs5JxkgfPYwdhHdoKhsTP09evDPelVAms9B8-GTiGgjaNpV3MalcMqw_N7UB9wUO4jk6mes6wsVuDtDb4_h19JxOZ0-T0XCaapblTcopYdpIraRlII0sGRihNOS5pDkoaYylHJcCcl3iUmLFpcEglBFS45JqNkA329xV8OsWYlMsq2ihrrUD38aCZIJxRRRm_9Puf5YLJmVHb7fUBh9jgHmxCtVSh01BcPFTa7GvtbNXu9jWLKHcy98eO3C9AzpaXc-DdraKB5dRQoiiB6dtLBa-Da4r7o-D3wIXihY</recordid><startdate>20130404</startdate><enddate>20130404</enddate><creator>Agapito, Filipe</creator><creator>Santos, Rui C.</creator><creator>Martinho Simões, José A.</creator><general>American Chemical Society</general><scope>IQODW</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20130404</creationdate><title>Energetics of Nonbonded Ortho Interactions in Alkylbenzenes</title><author>Agapito, Filipe ; Santos, Rui C. ; Martinho Simões, José A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a378t-4213ab6a96c3e6b6d3eb59ae88628e96bbc240d5e8ad0d60946b0e59b56a0d2a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Alkylbenzenes</topic><topic>Approximation</topic><topic>Atomic and molecular physics</topic><topic>Bonding</topic><topic>Calculations and mathematical techniques in atomic and molecular physics (excluding electron correlation calculations)</topic><topic>Coupled cluster theory</topic><topic>Electronic structure of atoms, molecules and their ions: theory</topic><topic>Enthalpy</topic><topic>Estimates</topic><topic>Exact sciences and technology</topic><topic>Formations</topic><topic>Mathematical analysis</topic><topic>Physical chemistry</topic><topic>Physics</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Agapito, Filipe</creatorcontrib><creatorcontrib>Santos, Rui C.</creatorcontrib><creatorcontrib>Martinho Simões, José A.</creatorcontrib><collection>Pascal-Francis</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</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>The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Agapito, Filipe</au><au>Santos, Rui C.</au><au>Martinho Simões, José A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Energetics of Nonbonded Ortho Interactions in Alkylbenzenes</atitle><jtitle>The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory</jtitle><addtitle>J. Phys. Chem. A</addtitle><date>2013-04-04</date><risdate>2013</risdate><volume>117</volume><issue>13</issue><spage>2873</spage><epage>2878</epage><pages>2873-2878</pages><issn>1089-5639</issn><eissn>1520-5215</eissn><abstract>The gas-phase enthalpies of formation for a set of ortho-substituted alkylbenzenes were obtained from CCSD(T*)-F12 and W1-F12 calculations. Most values are in keeping with available experimental data. The gas-phase enthalpies of formation of 1-ethyl-2-propylbenzene, 1-ethyl-2-isopropylbenzene, 1,2-diisopropylbenzene, 1,2,4-triethylbenzene, and 1,2,4,5-tetraethylbenzene, for which no experimental data are available, were determined as −46.0, −46.8, −68.7, −76.9, and −116.8 kJ mol–1, respectively (estimated error bar ±4 kJ mol–1). The whole set of experimental and theoretical values are in good agreement with the estimates obtained using the extended Laidler bond additivity (ELBA) method. This agreement supports the approximation used in ELBA that interactions between ortho alkyl groups (other than tertiary alkyl groups) have roughly the same magnitude as a methyl–methyl interaction.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>23441731</pmid><doi>10.1021/jp400475q</doi><tpages>6</tpages></addata></record> |
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| subjects | Alkylbenzenes Approximation Atomic and molecular physics Bonding Calculations and mathematical techniques in atomic and molecular physics (excluding electron correlation calculations) Coupled cluster theory Electronic structure of atoms, molecules and their ions: theory Enthalpy Estimates Exact sciences and technology Formations Mathematical analysis Physical chemistry Physics |
| title | Energetics of Nonbonded Ortho Interactions in Alkylbenzenes |
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