{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,26]],"date-time":"2026-09-26T12:34:20Z","timestamp":1790426060693,"version":"4.1.0"},"reference-count":75,"publisher":"AIP Publishing","issue":"19","content-domain":{"domain":["pubs.aip.org"],"crossmark-restriction":true},"short-container-title":[],"published-print":{"date-parts":[[2011,5,21]]},"abstract":"<jats:p>The thermal decomposition reactions of methylamine, ethylamine, and 1-propylamine absorbed on Si(100)-2 \u00d7 1 surface were theoretically investigated. Eight decomposition channels were found leading to desorption products of imine, H2, alkyl cyanide, ammonia, aziridine, alkene, azetidine, and cyclopropane, which supports the experimental assignments. Our mechanistic studies strongly suggest that the alkyl cyanide (hydrogen cyanide in the case of methylamine) channel is coupled with the hydrogen desorption step. The \u03b2-hydrogen of ethylamine and 1-propylamine was found to undergo additional decomposition reactions producing aziridine and alkene, which were classified as \u03b3- and \u03b2-eliminations, respectively. It was also found that the \u03b3-hydrogen of 1-propylamine undergoes azetidine and cyclopropane producing decompositions, which were classified as \u03b4- and \u03b3-eliminations. In general, \u03b3- and \u03b4-hydrogen involved decomposition reactions are kinetically less favorable than \u03b2-hydrogen involved ones. Consequently, it is expected that the thermal decompositions of the primary alkyl amines with longer alkyl chains would not add additional favorable decomposition channels. Except alkyl cyanide and ammonia desorption channels, the decompositions occur in a concerted fashion.<\/jats:p>","DOI":"10.1063\/1.3589362","type":"journal-article","created":{"date-parts":[[2011,5,20]],"date-time":"2011-05-20T23:39:36Z","timestamp":1305934776000},"update-policy":"https:\/\/doi.org\/10.1063\/aip-crossmark-policy-page","source":"Crossref","is-referenced-by-count":12,"title":["Thermal decomposition mechanisms of methylamine, ethylamine, and 1-propylamine on Si(100)-2 \u00d7 1 surface"],"prefix":"10.1063","volume":"134","author":[{"given":"Jieun","family":"Cho","sequence":"first","affiliation":[{"name":"Kyungpook National University Department of Chemistry and Green-Nano Materials Research Center, College of Natural Sciences, , Taegu 702-701, South Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Cheol Ho","family":"Choi","sequence":"additional","affiliation":[{"name":"Kyungpook National University Department of Chemistry and Green-Nano Materials Research Center, College of Natural Sciences, , Taegu 702-701, South Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"317","published-online":{"date-parts":[[2011,5,18]]},"reference":[{"key":"2023080406023111800_c1","doi-asserted-by":"publisher","first-page":"1589","DOI":"10.1021\/cr00037a600","volume":"95","year":"1995","journal-title":"Chem. Rev."},{"key":"2023080406023111800_c2a","doi-asserted-by":"publisher","first-page":"43","DOI":"10.1103\/PhysRevLett.43.43","volume":"43","year":"1979","journal-title":"Phys. Rev. Lett."},{"key":"2023080406023111800_c2b","doi-asserted-by":"publisher","first-page":"5343","DOI":"10.1103\/PhysRevB.34.5343","volume":"34","year":"1986","journal-title":"Phys. Rev. B"},{"key":"2023080406023111800_c2c","doi-asserted-by":"publisher","first-page":"129","DOI":"10.1080\/00018739300101474","volume":"42","year":"1993","journal-title":"Adv. Phys."},{"key":"2023080406023111800_c2d","doi-asserted-by":"publisher","first-page":"1237","DOI":"10.1021\/cr950212s","volume":"96","year":"1996","journal-title":"Chem. Rev."},{"key":"2023080406023111800_c2e","doi-asserted-by":"publisher","first-page":"8164","DOI":"10.1103\/PhysRevB.60.8164","volume":"60","year":"1999","journal-title":"Phys. Rev. B"},{"key":"2023080406023111800_c3a","doi-asserted-by":"publisher","first-page":"277","DOI":"10.1021\/la00080a006","volume":"4","year":"1988","journal-title":"Langmuir"},{"key":"2023080406023111800_c3b","doi-asserted-by":"publisher","first-page":"235","DOI":"10.1016\/0039-6028(92)90474-K","volume":"262","year":"1992","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c3c","doi-asserted-by":"publisher","first-page":"140","DOI":"10.1016\/0040-6090(93)90143-D","volume":"225","year":"1993","journal-title":"Thin Solid Films"},{"key":"2023080406023111800_c4a","doi-asserted-by":"publisher","first-page":"219","DOI":"10.1016\/S0039-6028(05)80009-3","volume":"227","year":"1990","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c4b","doi-asserted-by":"publisher","first-page":"375","DOI":"10.1016\/0039-6028(91)90150-Q","volume":"247","year":"1991","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c4c","doi-asserted-by":"publisher","first-page":"193","DOI":"10.1016\/0039-6028(91)90072-Z","volume":"248","year":"1991","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c4d","doi-asserted-by":"publisher","first-page":"2156","DOI":"10.1039\/b100343g","volume":"3","year":"2001","journal-title":"Phys. Chem. Chem. Phys."},{"key":"2023080406023111800_c4e","doi-asserted-by":"publisher","first-page":"10340","DOI":"10.1021\/jp011844n","volume":"105","year":"2001","journal-title":"J. Phys. Chem. B"},{"key":"2023080406023111800_c4f","doi-asserted-by":"publisher","first-page":"251","DOI":"10.1016\/S0039-6028(02)01297-9","volume":"505","year":"2002","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c4g","doi-asserted-by":"publisher","first-page":"9889","DOI":"10.1063\/1.473877","volume":"106","year":"1997","journal-title":"J. Chem. Phys."},{"key":"2023080406023111800_c4h","doi-asserted-by":"publisher","first-page":"237","DOI":"10.1016\/S0039-6028(99)01197-8","volume":"447","year":"2000","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c4i","doi-asserted-by":"publisher","first-page":"8424","DOI":"10.1021\/jp021942o","volume":"107","year":"2003","journal-title":"J. Phys. Chem. B"},{"key":"2023080406023111800_c5a","doi-asserted-by":"publisher","first-page":"211","DOI":"10.1016\/0167-5729(88)90011-8","volume":"8","year":"1988","journal-title":"Surf. Sci. Rep."},{"key":"2023080406023111800_c5b","doi-asserted-by":"publisher","first-page":"2426","DOI":"10.1063\/1.473346","volume":"106","year":"1997","journal-title":"J. Chem. Phys."},{"key":"2023080406023111800_c5c","doi-asserted-by":"publisher","first-page":"364","DOI":"10.1016\/S0039-6028(98)00023-5","volume":"401","year":"1998","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c5d","doi-asserted-by":"publisher","first-page":"2440","DOI":"10.1063\/1.482061","volume":"113","year":"2000","journal-title":"J. Chem. Phys."},{"key":"2023080406023111800_c6","doi-asserted-by":"publisher","first-page":"9351","DOI":"10.1021\/jp022437u","volume":"107","year":"2003","journal-title":"J. Phys. Chem. B"},{"key":"2023080406023111800_c7a","doi-asserted-by":"publisher","first-page":"2995","DOI":"10.1116\/1.578927","volume":"12","year":"1994","journal-title":"J. Vac. Sci. Technol. A"},{"key":"2023080406023111800_c7b","doi-asserted-by":"publisher","first-page":"4961","DOI":"10.1021\/jp952452h","volume":"100","year":"1996","journal-title":"J. Phys. Chem."},{"key":"2023080406023111800_c7c","doi-asserted-by":"publisher","first-page":"9549","DOI":"10.1063\/1.1355766","volume":"114","year":"2001","journal-title":"J. Chem. Phys."},{"key":"2023080406023111800_c8a","doi-asserted-by":"publisher","first-page":"8419","DOI":"10.1088\/0953-8984\/9\/40\/009","volume":"9","year":"1997","journal-title":"J. Phys.: Condens. Matter"},{"key":"2023080406023111800_c8b","doi-asserted-by":"publisher","first-page":"2527","DOI":"10.1021\/jp9936998","volume":"104","year":"2000","journal-title":"J. Phys. Chem. B"},{"key":"2023080406023111800_c8c","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1016\/S0039-6028(00)00487-8","volume":"459","year":"2000","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c8d","doi-asserted-by":"publisher","first-page":"10170","DOI":"10.1063\/1.1370056","volume":"114","year":"2001","journal-title":"J. Chem. Phys."},{"key":"2023080406023111800_c8e","doi-asserted-by":"publisher","first-page":"10988","DOI":"10.1021\/ja0100322","volume":"123","year":"2001","journal-title":"J. Am. Chem. Soc."},{"key":"2023080406023111800_c8f","doi-asserted-by":"publisher","first-page":"5491","DOI":"10.1021\/jp021419+","volume":"107","year":"2003","journal-title":"J. Phys. Chem. B"},{"key":"2023080406023111800_c8g","doi-asserted-by":"publisher","first-page":"5091","DOI":"10.1103\/PhysRevB.39.5091","volume":"39","year":"1989","journal-title":"Phys. Rev. B"},{"key":"2023080406023111800_c8h","doi-asserted-by":"publisher","first-page":"170","DOI":"10.1016\/0039-6028(91)90975-X","volume":"251\u2013252","year":"1991","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c8i","doi-asserted-by":"publisher","first-page":"33","DOI":"10.1016\/0039-6028(94)90750-1","volume":"304","year":"1994","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c8j","doi-asserted-by":"publisher","first-page":"2071","DOI":"10.1103\/PhysRevLett.59.2071","volume":"59","year":"1987","journal-title":"Phys. Rev. Lett."},{"key":"2023080406023111800_c8k","doi-asserted-by":"publisher","first-page":"4737","DOI":"10.1021\/jp037982p","volume":"108","year":"2004","journal-title":"J. Phys. Chem. B"},{"key":"2023080406023111800_c8l","doi-asserted-by":"publisher","first-page":"1060","DOI":"10.1002\/sia.1642","volume":"35","year":"2003","journal-title":"Surf. Interface Anal."},{"key":"2023080406023111800_c8m","doi-asserted-by":"publisher","first-page":"1720","DOI":"10.1016\/j.apsusc.2007.07.133","volume":"254","year":"2008","journal-title":"Appl. Surf. Sci."},{"key":"2023080406023111800_c8n","doi-asserted-by":"publisher","first-page":"9252","DOI":"10.1021\/ja034413m","volume":"125","year":"2003","journal-title":"J. Am. Chem. Soc."},{"key":"2023080406023111800_c9a","doi-asserted-by":"publisher","first-page":"4027","DOI":"10.1021\/ja0171512","volume":"124","year":"2002","journal-title":"J. Am. Chem. Soc."},{"key":"2023080406023111800_c9b","doi-asserted-by":"publisher","first-page":"1614","DOI":"10.1116\/1.1490381","volume":"20","year":"2002","journal-title":"J. Vac. Sci. Technol. B"},{"key":"2023080406023111800_c10a","doi-asserted-by":"publisher","first-page":"1185","DOI":"10.1103\/PhysRevLett.57.1185","volume":"57","year":"1986","journal-title":"Phys. Rev. Lett."},{"key":"2023080406023111800_c10b","doi-asserted-by":"publisher","first-page":"1387","DOI":"10.1116\/1.583621","volume":"5","year":"1987","journal-title":"J. Vac. Sci. Technol. B"},{"key":"2023080406023111800_c10c","doi-asserted-by":"publisher","first-page":"5913","DOI":"10.1103\/PhysRevB.35.5913","volume":"35","year":"1987","journal-title":"Phys. Rev. B"},{"key":"2023080406023111800_c11a","doi-asserted-by":"publisher","first-page":"3937","DOI":"10.1103\/PhysRevB.38.3937","volume":"38","year":"1988","journal-title":"Phys. Rev. B"},{"key":"2023080406023111800_c11b","doi-asserted-by":"publisher","first-page":"75","DOI":"10.1016\/0039-6028(89)90621-3","volume":"218","year":"1989","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c11c","doi-asserted-by":"publisher","first-page":"12918","DOI":"10.1103\/PhysRevB.39.12918","volume":"39","year":"1989","journal-title":"Phys. Rev. B"},{"key":"2023080406023111800_c11d","doi-asserted-by":"publisher","first-page":"L286","DOI":"10.1016\/0039-6028(89)90693-6","volume":"215","year":"1989","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c11e","doi-asserted-by":"publisher","first-page":"170","DOI":"10.1016\/0039-6028(91)90975-X","volume":"251\u2013252","year":"1991","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c11f","doi-asserted-by":"publisher","first-page":"353","DOI":"10.1016\/0039-6028(91)90095-A","volume":"241","year":"1991","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c11g","doi-asserted-by":"publisher","first-page":"349","DOI":"10.1016\/0039-6028(92)90899-H","volume":"271","year":"1992","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c11h","doi-asserted-by":"publisher","first-page":"L267","DOI":"10.1016\/0039-6028(92)90933-W","volume":"268","year":"1992","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c11i","doi-asserted-by":"publisher","first-page":"L605","DOI":"10.1016\/0039-6028(92)90833-R","volume":"274","year":"1992","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c11j","doi-asserted-by":"publisher","first-page":"33","DOI":"10.1016\/0039-6028(92)90457-H","volume":"262","year":"1992","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c12","doi-asserted-by":"publisher","first-page":"106101","DOI":"10.1103\/PhysRevLett.90.106101","volume":"90","year":"2003","journal-title":"Phys. Rev. Lett."},{"key":"2023080406023111800_c13","doi-asserted-by":"publisher","first-page":"L820","DOI":"10.1016\/j.susc.2003.09.024","volume":"546","year":"2003","journal-title":"Surf. Sci."},{"key":"2023080406023111800_c14a","doi-asserted-by":"publisher","first-page":"66","DOI":"10.1116\/1.578151","volume":"10","year":"1991","journal-title":"J. Vac. Sci. Technol. A"},{"key":"2023080406023111800_c14b","doi-asserted-by":"publisher","first-page":"205303","DOI":"10.1103\/PhysRevB.64.205303","volume":"64","year":"2001","journal-title":"Phys. Rev. B"},{"key":"2023080406023111800_c14c","doi-asserted-by":"publisher","first-page":"076106","DOI":"10.1103\/PhysRevLett.88.076106","volume":"88","year":"2002","journal-title":"Phys. Rev. Lett."},{"key":"2023080406023111800_c14d","doi-asserted-by":"publisher","first-page":"553","DOI":"10.1063\/1.125815","volume":"76","year":"2000","journal-title":"Appl. Phys. Lett."},{"key":"2023080406023111800_c14e","doi-asserted-by":"publisher","first-page":"233402","DOI":"10.1103\/PhysRevB.69.233402","volume":"69","year":"2004","journal-title":"Phys. Rev. B"},{"key":"2023080406023111800_c15","doi-asserted-by":"publisher","first-page":"075348","DOI":"10.1103\/PhysRevB.76.075348","volume":"76","year":"2007","journal-title":"Phys. Rev. B"},{"key":"2023080406023111800_c16","doi-asserted-by":"publisher","first-page":"740","DOI":"10.1116\/1.1565151","volume":"21","year":"2003","journal-title":"J. Vac. Sci. Technol. A"},{"key":"2023080406023111800_c17","doi-asserted-by":"publisher","first-page":"6907","DOI":"10.1021\/jp711840f","volume":"112","year":"2008","journal-title":"J. Phys. Chem. C"},{"key":"2023080406023111800_c18a","doi-asserted-by":"publisher","first-page":"1347","DOI":"10.1002\/jcc.540141112","volume":"14","year":"1993","journal-title":"J. Comput.Chem."},{"key":"2023080406023111800_c18b","doi-asserted-by":"publisher","first-page":"267","DOI":"10.1002\/SERIES2007","volume":"110","year":"1999","journal-title":"Adv. Chem. Phys."},{"key":"2023080406023111800_c19","doi-asserted-by":"publisher","first-page":"2257","DOI":"10.1063\/1.1677527","volume":"56","year":"1972","journal-title":"J. Chem. Phys."},{"key":"2023080406023111800_c20","doi-asserted-by":"publisher","first-page":"3245","DOI":"10.1021\/jp982600e","volume":"103","year":"1999","journal-title":"J. Phys. Chem. A"},{"key":"2023080406023111800_c21a","doi-asserted-by":"publisher","first-page":"11311","DOI":"10.1021\/ja9914285","volume":"121","year":"1999","journal-title":"J. Am. Chem. Soc."},{"key":"2023080406023111800_c21b","doi-asserted-by":"crossref","first-page":"821","DOI":"10.1002\/0470857269","volume-title":"The Chemistry of Organic Silicon Compounds","author":"Rappoport","year":"2001"},{"key":"2023080406023111800_c21c","first-page":"125","volume-title":"Computational Materials Chemistry: Methods and Applications","author":"Curtiss","year":"2004"},{"key":"2023080406023111800_c22a","doi-asserted-by":"publisher","first-page":"8551","DOI":"10.1021\/ja00205a001","volume":"111","year":"1989","journal-title":"J. Am. Chem. Soc."},{"key":"2023080406023111800_c22b","doi-asserted-by":"publisher","first-page":"8566","DOI":"10.1021\/ja00205a002","volume":"111","year":"1989","journal-title":"J. Am. Chem. Soc."},{"key":"2023080406023111800_c22c","doi-asserted-by":"publisher","first-page":"8576","DOI":"10.1021\/ja00205a003","volume":"111","year":"1989","journal-title":"J. Am. Chem. Soc."}],"container-title":["The Journal of Chemical Physics"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.aip.org\/aip\/jcp\/article-pdf\/doi\/10.1063\/1.3589362\/13818411\/194701_1_online.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.aip.org\/aip\/jcp\/article-pdf\/doi\/10.1063\/1.3589362\/13818411\/194701_1_online.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,8,4]],"date-time":"2023-08-04T06:02:43Z","timestamp":1691128963000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.aip.org\/jcp\/article\/134\/19\/194701\/983227\/Thermal-decomposition-mechanisms-of-methylamine"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2011,5,18]]},"references-count":75,"journal-issue":{"issue":"19","published-print":{"date-parts":[[2011,5,21]]}},"URL":"https:\/\/doi.org\/10.1063\/1.3589362","relation":{},"ISSN":["0021-9606","1089-7690"],"issn-type":[{"value":"0021-9606","type":"print"},{"value":"1089-7690","type":"electronic"}],"subject":[],"published-other":{"date-parts":[[2011,5,21]]},"published":{"date-parts":[[2011,5,18]]},"article-number":"194701"}}