{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,23]],"date-time":"2026-10-23T07:41:06Z","timestamp":1792741266096,"version":"4.5.0"},"reference-count":83,"publisher":"Springer Science and Business Media LLC","issue":"11","license":[{"start":{"date-parts":[[2026,10,23]],"date-time":"2026-10-23T00:00:00Z","timestamp":1792713600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.springernature.com\/gp\/researchers\/text-and-data-mining"},{"start":{"date-parts":[[2026,10,23]],"date-time":"2026-10-23T00:00:00Z","timestamp":1792713600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/www.springernature.com\/gp\/researchers\/text-and-data-mining"}],"content-domain":{"domain":["link.springer.com"],"crossmark-restriction":false},"short-container-title":["J Mol Model"],"published-print":{"date-parts":[[2026,11]]},"DOI":"10.1007\/s00894-026-07003-z","type":"journal-article","created":{"date-parts":[[2026,10,23]],"date-time":"2026-10-23T07:26:14Z","timestamp":1792740374000},"update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Molecular insights into the dehydration mechanism of 1,2\u2013butanediol: A CBS-QB3 and G4MP2 study"],"prefix":"10.1007","volume":"32","author":[{"given":"Marwah M.","family":"M.\u00a0Madkhali","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"297","published-online":{"date-parts":[[2026,10,23]]},"reference":[{"key":"7003_CR1","doi-asserted-by":"publisher","unstructured":"Hanaki K, Portugal-Pereira J (2018) The effect of biofuel production on greenhouse gas emission reductions. In: Takeuchi K, Shiroyama H, Saito O, Matsuura M (eds) biofuels and sustainability. science for sustainable societies. Springer, Tokyo. https:\/\/doi.org\/10.1007\/978-4-431-54895-9_6","DOI":"10.1007\/978-4-431-54895-9_6"},{"key":"7003_CR2","doi-asserted-by":"publisher","first-page":"94","DOI":"10.1016\/j.comptc.2012.08.009","volume":"997","author":"AM El-Nahas","year":"2012","unstructured":"El-Nahas AM, Mangoo AH, El-Meleigy AB (2012) A computational study on the structures and energetics of isobutanol pyrolysis. Comput Theor Chem 997:94\u2013102. https:\/\/doi.org\/10.1016\/j.comptc.2012.08.009","journal-title":"Comput Theor Chem"},{"key":"7003_CR3","doi-asserted-by":"publisher","first-page":"356","DOI":"10.1016\/j.energy.2014.10.020","volume":"78","author":"T Balamurugan","year":"2014","unstructured":"Balamurugan T, Nalini R (2014) Experimental investigation on performance, combustion and emission characteristics of four stroke diesel engine using diesel blended with alcohol as fuel. Energy 78:356\u2013363. https:\/\/doi.org\/10.1016\/j.energy.2014.10.020","journal-title":"Energy"},{"issue":"3","key":"7003_CR4","doi-asserted-by":"publisher","first-page":"233","DOI":"10.1016\/j.pecs.2006.08.003","volume":"33","author":"AK Agarwal","year":"2007","unstructured":"Agarwal AK (2007) Biofuels (alcohols and biodiesel) applications as fuels for internal combustion engines. Prog Energy Combust Sci 33(3):233\u2013271. https:\/\/doi.org\/10.1016\/j.pecs.2006.08.003","journal-title":"Prog Energy Combust Sci"},{"key":"7003_CR5","doi-asserted-by":"publisher","DOI":"10.1016\/j.fuel.2020.119970","volume":"290","author":"JS Al-Otaibi","year":"2021","unstructured":"Al-Otaibi JS, Abdel-Rahman MA, Almuqrin AH, El-Gogary TM, Mahmoud MAM, El-Nahas AM (2021) Thermo-kinetic theoretical studies on pyrolysis of dimethoxymethane fuel additive. Fuel 290:119970. https:\/\/doi.org\/10.1016\/j.fuel.2020.119970","journal-title":"Fuel"},{"key":"7003_CR6","doi-asserted-by":"publisher","DOI":"10.1038\/s41598-019-40890-2","volume":"9","author":"MA Abdel-Rahman","year":"2019","unstructured":"Abdel-Rahman MA, Al-Hashimi N, Shibl MF, Yoshizawa K, El-Nahas AM (2019) Thermochemistry and kinetics of the thermal degradation of 2-methoxyethanol as possible biofuel additives. Sci Rep 9:4535. https:\/\/doi.org\/10.1038\/s41598-019-40890-2","journal-title":"Sci Rep"},{"issue":"1","key":"7003_CR7","doi-asserted-by":"publisher","DOI":"10.1038\/s41598-019-51544-8","volume":"9","author":"MA Abdel-Rahman","year":"2019","unstructured":"Abdel-Rahman MA, El-Gogary TM, Al-Hashimi N, Shibl MF, Yoshizawa K, El-Nahas AM (2019) Computational studies on the thermodynamic and kinetic parameters of oxidation of 2-methoxyethanol biofuel via H-atom abstraction by methyl radical. Sci Rep 9(1):15361. https:\/\/doi.org\/10.1038\/s41598-019-51544-8","journal-title":"Sci Rep"},{"key":"7003_CR8","doi-asserted-by":"publisher","first-page":"4068","DOI":"10.1021\/acs.jpca.4c01338","volume":"128","author":"MA Abdel-Rahman","year":"2024","unstructured":"Abdel-Rahman MA, Shiroudi A, Czub J, Zhao H (2024) Screening stability, thermochemistry, and chemical kinetics of 3-hydroxybutanoic acid as a bifunctional biodiesel additive. J Phys Chem A 128:4068\u20134082. https:\/\/doi.org\/10.1021\/acs.jpca.4c01338","journal-title":"J Phys Chem A"},{"key":"7003_CR9","doi-asserted-by":"publisher","unstructured":"Gr\u00e4fje H, K\u00f6rnig W, Weitz HM, Rei\u00df W, Steffan G, Diehl H, Kieczka H (2000) Butanediols, Butenediol, and Butynediol. Ullmann\u2019s Encyclopedia of Industrial Chemistry. https:\/\/doi.org\/10.1002\/14356007.a04_455","DOI":"10.1002\/14356007.a04_455"},{"key":"7003_CR10","doi-asserted-by":"publisher","first-page":"2249","DOI":"10.1021\/acs.iecr.0c05639","volume":"60","author":"X Gao","year":"2021","unstructured":"Gao X, Wang Y, Wang R, Dai C, Chen B, Zhu J, Li X, Li H, Lei Z (2021) Application of dimethyl carbonate assisted chemical looping technology in the separation of the ethylene glycol and 1,2-butanediol mixture and coproduction of 1,2-butene carbonate. Ind Eng Chem Res 60:2249\u20132226. https:\/\/doi.org\/10.1021\/acs.iecr.0c05639","journal-title":"Ind Eng Chem Res"},{"key":"7003_CR11","doi-asserted-by":"publisher","DOI":"10.1016\/j.fuel.2019.116093","volume":"257","author":"S Wu","year":"2019","unstructured":"Wu S, Kang D, Liu Y, Wang Z, Xiao R, Boehman AL (2019) The oxidation of C2\u2013C4 diols and diol\/TPGME blends in a motored engine. Fuel 257:116093. https:\/\/doi.org\/10.1016\/j.fuel.2019.116093","journal-title":"Fuel"},{"key":"7003_CR12","doi-asserted-by":"publisher","first-page":"758","DOI":"10.1039\/c2gc15946e","volume":"14","author":"X Wang","year":"2012","unstructured":"Wang X, Meng L, Wu F, Jiang Y, Wang L, Mu X (2012) Efficient conversion of microcrystalline cellulose to 1,2-alkanediols over supported Ni catalysts. Green Chem 14:758\u2013765. https:\/\/doi.org\/10.1039\/c2gc15946e","journal-title":"Green Chem"},{"key":"7003_CR13","doi-asserted-by":"publisher","first-page":"102","DOI":"10.1016\/j.gee.2019.12.006","volume":"6","author":"P Xiong","year":"2021","unstructured":"Xiong P, He P, Qu Y, Wang L, Cao Y, Xu S, Chen J, Ammar M, Li H (2021) The adsorption properties of NaY zeolite for separation of ethylene glycol and 1,2-butanediol: experiment and molecular modelling. Green Energy Environ 6:102\u2013113. https:\/\/doi.org\/10.1016\/j.gee.2019.12.006","journal-title":"Green Energy Environ"},{"key":"7003_CR14","doi-asserted-by":"publisher","first-page":"75","DOI":"10.1016\/j.biortech.2011.11.009","volume":"115","author":"C Gao","year":"2012","unstructured":"Gao C, Zhang W, Huang Y, Ma C, Xu P (2012) Efficient conversion of 1,2-butanediol to (R)-2-hydroxybutyric acid using whole cells of Gluconobacter oxydans. Bioresour Technol 115:75\u201378. https:\/\/doi.org\/10.1016\/j.biortech.2011.11.009","journal-title":"Bioresour Technol"},{"key":"7003_CR15","doi-asserted-by":"publisher","DOI":"10.1002\/9781118845394.ch10","volume-title":"Bioprocessing of renewable resources to commodity bioproducts","author":"XJ Ji","year":"2014","unstructured":"Ji XJ, Huang H (2014) Bioprocessing of renewable resources to commodity bioproducts. Wiley. https:\/\/doi.org\/10.1002\/9781118845394.ch10"},{"key":"7003_CR16","doi-asserted-by":"publisher","first-page":"125","DOI":"10.1016\/j.cattod.2018.10.006","volume":"351","author":"D Chu","year":"2020","unstructured":"Chu D, Zhao C (2020) Reduced oxygen-deficient CuWO4 with Ni catalyzed selective hydrogenolysis of cellulose to ethylene glycol. Catal Today 351:125\u2013132. https:\/\/doi.org\/10.1016\/j.cattod.2018.10.006","journal-title":"Catal Today"},{"key":"7003_CR17","doi-asserted-by":"publisher","DOI":"10.1016\/j.mcat.2019.110400","volume":"473","author":"JJ Wiesfeld","year":"2019","unstructured":"Wiesfeld JJ, Persolja P, Rollier FA, Elemans-Mehring AM, Hensen EJ (2019) Cellulose conversion to ethylene glycol by tungsten oxide-based catalysts. Mol Catal 473:110400. https:\/\/doi.org\/10.1016\/j.mcat.2019.110400","journal-title":"Mol Catal"},{"key":"7003_CR18","doi-asserted-by":"publisher","first-page":"6545","DOI":"10.1021\/acscatal.5b01324","volume":"5","author":"X Jin","year":"2015","unstructured":"Jin X, Shen J, Yan W, Zhao M, Thapa PS, Subramaniam B, Chaudhari RV (2015) Sorbitol hydrogenolysis over hybrid Cu\/CaO-Al2O3 catalysts: tunable activity and selectivity with solid base incorporation. ACS Catal 5:6545\u20136558. https:\/\/doi.org\/10.1021\/acscatal.5b01324","journal-title":"ACS Catal"},{"key":"7003_CR19","doi-asserted-by":"publisher","first-page":"1917","DOI":"10.1002\/ange.201410352","volume":"127","author":"N Ota","year":"2015","unstructured":"Ota N, Tamura M, Nakagawa Y, Okumura K, Tomishige K (2015) Hydrodeoxygenation of vicinal OH groups over heterogeneous rhenium catalyst promoted by palladium and ceria support. Angew Chem 127:1917\u20131920. https:\/\/doi.org\/10.1002\/ange.201410352","journal-title":"Angew Chem"},{"key":"7003_CR20","doi-asserted-by":"publisher","DOI":"10.1016\/j.heliyon.2022.e11274","author":"SR Shojaei","year":"2022","unstructured":"Shojaei SR, Shiroudi A, Abdel-Rahman MA (2022) Computational studies on thermo-kinetics aspects of pyrolysis of isopropyl acetate and its methyl, bromide and hydroxyl derivatives. Heliyon. https:\/\/doi.org\/10.1016\/j.heliyon.2022.e11274","journal-title":"Heliyon"},{"key":"7003_CR21","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1007\/s00214-021-02800-6","volume":"140","author":"TM El-Gogary","year":"2021","unstructured":"El-Gogary TM, Heikal LA, Abdel-Rahman MA, El-Nahas AM (2021) First-principle kinetic studies of unimolecular pyrolysis of isopropyl esters as biodiesel surrogates. Theor Chem Acc 140:1\u201315. https:\/\/doi.org\/10.1007\/s00214-021-02800-6","journal-title":"Theor Chem Acc"},{"key":"7003_CR22","doi-asserted-by":"publisher","first-page":"1857","DOI":"10.1007\/s11224-021-01746-6","volume":"32","author":"JS Al-Otaibi","year":"2021","unstructured":"Al-Otaibi JS, Mahmoud MAM, Almuqrin AH, El-Gogary TM, Abdel-Rahman MA, El-Nahas AM (2021) Ab initio-based kinetics of hydrogen atom abstraction from methyl propionate by H and CH3 radicals: a biodiesel model. Struct Chem 32:1857\u20131872. https:\/\/doi.org\/10.1007\/s11224-021-01746-6","journal-title":"Struct Chem"},{"key":"7003_CR23","doi-asserted-by":"publisher","DOI":"10.1016\/j.comptc.2020.113119","volume":"1196","author":"MAM Mahmoud","year":"2021","unstructured":"Mahmoud MAM, Shiroudi A, Abdel-Rahman MA, Shibl MF, Abdel-Azeim S, El-Nahas AM (2021) Structures, energetics, and kinetics of H-atom abstraction from methyl propionate by molecular oxygen: ab initio and DFT investigations. Comput Theor Chem 1196:113119. https:\/\/doi.org\/10.1016\/j.comptc.2020.113119","journal-title":"Comput Theor Chem"},{"key":"7003_CR24","doi-asserted-by":"publisher","DOI":"10.1016\/j.fuel.2020.118798","volume":"281","author":"A Shiroudi","year":"2020","unstructured":"Shiroudi A, Hirao K, Yoshizawa K, Altarawneh M, Abdel-Rahman MA, El-Meligy AB, El-Nahas AM (2020) A computational study on the kinetics of pyrolysis of isopropyl propionate as a biodiesel model: DFT and ab initio investigation. Fuel 281:118798. https:\/\/doi.org\/10.1016\/j.fuel.2020.118798","journal-title":"Fuel"},{"key":"7003_CR25","doi-asserted-by":"publisher","DOI":"10.1080\/17518253.2023.2233539","volume":"16","author":"MA Abdel-Rahman","year":"2023","unstructured":"Abdel-Rahman MA, Shibl MF, Shiroudi A, Mahmoud MA (2023) Ab initio chemical kinetics of isopropyl acetate oxidation with OH radicals. Green Chem Lett Rev 16:2233539. https:\/\/doi.org\/10.1080\/17518253.2023.2233539","journal-title":"Green Chem Lett Rev"},{"key":"7003_CR26","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2022.133006","volume":"1262","author":"MA Abdel-Rahman","year":"2022","unstructured":"Abdel-Rahman MA, Shiroudi A, Kaya S, El-Nahas AM (2022) Theoretical investigations on the unimolecular decomposition mechanisms of isopropyl acetate. J Mol Struct 1262:133006. https:\/\/doi.org\/10.1016\/j.molstruc.2022.133006","journal-title":"J Mol Struct"},{"key":"7003_CR27","doi-asserted-by":"publisher","first-page":"19531","DOI":"10.1039\/D1NJ03636J","volume":"45","author":"MA Abdel-Rahman","year":"2021","unstructured":"Abdel-Rahman MA, El-Nahas AM, Simmie JM, Abdel-Azeim S, El-Demerdash SH, El-Meligy AB, Mahmoud MAM (2021) A W1 computational study on the kinetics of initial pyrolysis of a biodiesel model: methyl propanoate. New J Chem 45:19531\u201319541. https:\/\/doi.org\/10.1039\/D1NJ03636J","journal-title":"New J Chem"},{"key":"7003_CR28","doi-asserted-by":"publisher","first-page":"14708","DOI":"10.1021\/acs.energyfuels.0c02252","volume":"34","author":"M Pelucchi","year":"2020","unstructured":"Pelucchi M, Namysl S, Ranzi E, Rodriguez A, Rizzo C, Somers KP, Faravelli T (2020) Combustion of n-C3\u2013C6 linear alcohols: an experimental and kinetic modeling study. Part II: Speciation measurements in a jet-stirred reactor, ignition delay time measurements in a rapid compression machine, model validation, and kinetic analysis. Energy Fuels 34:14708\u201314725. https:\/\/doi.org\/10.1021\/acs.energyfuels.0c02252","journal-title":"Energy Fuels"},{"key":"7003_CR29","doi-asserted-by":"publisher","DOI":"10.1016\/j.combustflame.2023.113290","volume":"261","author":"B Liu","year":"2024","unstructured":"Liu B, Zhu Q, Zhu L, Xie C, Xu Q, Wang Z (2024) Low-temperature oxidation of n-butanol in a jet-stirred reactor: detailed species measurements and modeling studies. Combust Flame 261:113290. https:\/\/doi.org\/10.1016\/j.combustflame.2023.113290","journal-title":"Combust Flame"},{"key":"7003_CR30","doi-asserted-by":"publisher","first-page":"5550","DOI":"10.1021\/ef3011965","volume":"26","author":"J Cai","year":"2012","unstructured":"Cai J, Zhang L, Zhang F, Wang Z, Cheng Z, Yuan W, Qi F (2012) Experimental and kinetic modeling study of n-butanol pyrolysis and combustion. Energy Fuels 26:5550\u20135568. https:\/\/doi.org\/10.1021\/ef3011965","journal-title":"Energy Fuels"},{"key":"7003_CR31","doi-asserted-by":"publisher","first-page":"1939","DOI":"10.1016\/j.combustflame.2013.04.010","volume":"160","author":"J Cai","year":"2013","unstructured":"Cai J, Yuan W, Ye L, Cheng Z, Wang Y, Zhang L, Zhang F, Li Y, Qi F (2013) Experimental and kinetic modeling study of 2-butanol pyrolysis and combustion. Combust Flame 160:1939\u20131957. https:\/\/doi.org\/10.1016\/j.combustflame.2013.04.010","journal-title":"Combust Flame"},{"key":"7003_CR32","doi-asserted-by":"publisher","first-page":"246","DOI":"10.1016\/j.apenergy.2013.06.023","volume":"112","author":"H Liu","year":"2013","unstructured":"Liu H, Li S, Zheng Z, Xu J, Yao M (2013) Effects of n-butanol, 2-butanol, and methyl octynoate addition to diesel fuel on combustion and emissions over a wide range of exhaust gas recirculation (EGR) rates. Appl Energy 112:246\u2013256. https:\/\/doi.org\/10.1016\/j.apenergy.2013.06.023","journal-title":"Appl Energy"},{"key":"7003_CR33","doi-asserted-by":"publisher","first-page":"12182","DOI":"10.1021\/acs.jpca.5b06121","volume":"119","author":"J Zheng","year":"2015","unstructured":"Zheng J, Oyedepo GA, Truhlar DG (2015) Kinetics of the hydrogen abstraction reaction from 2-butanol by OH radical. J Phys Chem A 119:12182\u201312192. https:\/\/doi.org\/10.1021\/acs.jpca.5b06121","journal-title":"J Phys Chem A"},{"key":"7003_CR34","doi-asserted-by":"publisher","first-page":"23384","DOI":"10.1039\/c5cp04194e","volume":"17","author":"S Thion","year":"2015","unstructured":"Thion S, Zaras AM, Sz\u0151ri M, Dagaut P (2015) Theoretical kinetic study for methyl levulinate: oxidation by OH and CH3 radicals and further unimolecular decomposition pathways. Phys Chem Chem Phys 17:23384\u201323391. https:\/\/doi.org\/10.1039\/c5cp04194e","journal-title":"Phys Chem Chem Phys"},{"key":"7003_CR35","doi-asserted-by":"publisher","DOI":"10.1016\/j.jmgm.2026.109411","volume":"146","author":"MA Abdel-Rahman","year":"2026","unstructured":"Abdel-Rahman MA, Mahmoud MA, El-Demerdash SH, Zhao H, El-Meligy AB (2026) Ab initio kinetics of ethylene elimination in quinoline and azulene derivatives. J Mol Graph Model 146:109411","journal-title":"J Mol Graph Model"},{"key":"7003_CR36","first-page":"203","volume":"2","author":"MA Abdel-Rahman","year":"2017","unstructured":"Abdel-Rahman MA, El-Demerdash SH, El-Nahas AM (2017) Theoretical studies on thermochemistry and kinetics of hydrogen abstraction from 2-methoxyethanol by hydrogen atom. Int J Adv Sci Tech Res 2:203\u2013213","journal-title":"Int J Adv Sci Tech Res"},{"key":"7003_CR37","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1007\/s00214-024-03154-5","volume":"144","author":"MA Abdel-Rahman","year":"2025","unstructured":"Abdel-Rahman MA, Morse MK, Zhao H (2025) Theoretical prediction of the dehydration mechanism of 1,3-butanediol as a potential biofuel surrogate. Theor Chem Acc 144:1. https:\/\/doi.org\/10.1007\/s00214-024-03154-5","journal-title":"Theor Chem Acc"},{"key":"7003_CR38","doi-asserted-by":"publisher","DOI":"10.1038\/s41598-023-33272-2","volume":"13","author":"MA Abdel-Rahman","year":"2023","unstructured":"Abdel-Rahman MA, Shibl MF, Mahmoud MA (2023) Pyrolytic elimination of ethylene from ethoxyquinolines and ethoxyisoquinolines: a computational study. Sci Rep 13:6248. https:\/\/doi.org\/10.1038\/s41598-023-33272-2","journal-title":"Sci Rep"},{"key":"7003_CR39","unstructured":"Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Petersson GA, Nakatsuji H, Li X, Caricato M, Marenich AV, Bloino J, Janesko BG, Gomperts R, Mennucci B, Hratchian HP, Ortiz JV, Izmaylov AF, Sonnenberg JL, Williams-Young D, Ding F, Lipparini F, Egidi F, Goings J, Peng B, Petrone A, Henderson T, Ranasinghe D, Zakrzewski VG, Gao J, Rega N, Zheng G, Liang W, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven T, Throssell K, Montgomery JA Jr, Peralta JE, Ogliaro F, Bearpark MJ, Heyd JJ, Brothers EN, Kudin KN, Staroverov VN, Keith TA, Kobayashi R, Normand J, Raghavachari K, Rendell AP, Burant JC, Iyengar SS, Tomasi J, Cossi M, Millam JM, Klene M, Adamo C, Cammi R, Ochterski JW, Martin RL, Morokuma K, Farkas O, Foresman JB, Fox DJ (2009) Gaussian, Inc., Wallingford, CT."},{"key":"7003_CR40","unstructured":"Zhurko GA (2014) Chemcraft program, version 1.6. https:\/\/www.chemcraftprog.com. Accessed 18 August 2026."},{"key":"7003_CR41","doi-asserted-by":"publisher","first-page":"2822","DOI":"10.1063\/1.477924","volume":"110","author":"JA Montgomery Jr","year":"1999","unstructured":"Montgomery JA Jr, Frisch MJ, Ochterski JW, Petersson GA (1999) A complete basis set model chemistry. VI. Use of density functional geometries and frequencies. J Chem Phys 110:2822\u20132827. https:\/\/doi.org\/10.1063\/1.477924","journal-title":"J Chem Phys"},{"key":"7003_CR42","doi-asserted-by":"publisher","first-page":"6532","DOI":"10.1063\/1.481224","volume":"112","author":"JA Montgomery Jr","year":"2000","unstructured":"Montgomery JA Jr, Frisch MJ, Ochterski JW, Petersson GA (2000) A complete basis set model chemistry. VII. Use of the minimum population localization method. J Chem Phys 112:6532\u20136542. https:\/\/doi.org\/10.1063\/1.481224","journal-title":"J Chem Phys"},{"key":"7003_CR43","doi-asserted-by":"publisher","first-page":"10483","DOI":"10.1021\/jp012920p","volume":"105","author":"EK Pokon","year":"2001","unstructured":"Pokon EK, Liptak MD, Feldgus S, Shields GC (2001) Comparison of CBS-QB3, CBS-APNO, and G3 predictions of gas phase deprotonation data. J Phys Chem A 105:10483\u201310487. https:\/\/doi.org\/10.1021\/jp012920p","journal-title":"J Phys Chem A"},{"key":"7003_CR44","doi-asserted-by":"publisher","DOI":"10.1063\/1.2770701","volume":"127","author":"LA Curtiss","year":"2007","unstructured":"Curtiss LA, Redfern PC, Raghavachari K (2007) Gaussian-4 theory using reduced order perturbation theory. J Chem Phys 127:124105. https:\/\/doi.org\/10.1063\/1.2770701","journal-title":"J Chem Phys"},{"key":"7003_CR45","doi-asserted-by":"publisher","first-page":"5523","DOI":"10.1021\/j100377a021","volume":"94","author":"C Gonzalez","year":"1990","unstructured":"Gonzalez C, Schlegel HB (1990) Reaction path following in mass-weighted internal coordinates. J Phys Chem 94:5523\u20135527. https:\/\/doi.org\/10.1021\/j100377a021","journal-title":"J Phys Chem"},{"key":"7003_CR46","doi-asserted-by":"publisher","unstructured":"Ochterski JW, Ph, D (2000) Thermochemistry in Gaussian, vol. 264, Gaussian Inc Pittsburgh PA: 1e19. https:\/\/doi.org\/10.1016\/j.ijms.2007.04.005.","DOI":"10.1016\/j.ijms.2007.04.005"},{"key":"7003_CR47","doi-asserted-by":"publisher","first-page":"350","DOI":"10.1021\/je100913f","volume":"56","author":"S Rayne","year":"2011","unstructured":"Rayne S, Forest K (2011) Estimated adiabatic ionization energies for organic compounds using the Gaussian-4 (G4) and W1BD theoretical methods. J Chem Eng Data 56:350\u2013355. https:\/\/doi.org\/10.1021\/je100913f","journal-title":"J Chem Eng Data"},{"key":"7003_CR48","doi-asserted-by":"publisher","DOI":"10.1007\/978-90-481-3862-3","volume-title":"Computational chemistry: introduction to the theory and applications of molecular and quantum mechanics","author":"EG Lewars","year":"2011","unstructured":"Lewars EG (2011) Computational chemistry: introduction to the theory and applications of molecular and quantum mechanics, 3rd ed. Springer. https:\/\/doi.org\/10.1007\/978-90-481-3862-3","edition":"3rd ed"},{"key":"7003_CR49","volume-title":"Chemical kinetics and dynamics","author":"JI Steinfeld","year":"1999","unstructured":"Steinfeld JI, Francisco JS, Hase WL (1999) Chemical kinetics and dynamics, 2nd ed. Prentice-Hall, New Jersey","edition":"2nd ed"},{"key":"7003_CR50","doi-asserted-by":"publisher","first-page":"82","DOI":"10.1002\/jcc.23470","volume":"35","author":"S Canneaux","year":"2014","unstructured":"Canneaux S, Bohr F, Henon E (2014) KiSThelP: a program to predict thermodynamic properties and rate constants from quantum chemistry results. J Comput Chem 35:82\u201393. https:\/\/doi.org\/10.1002\/jcc.23470","journal-title":"J Comput Chem"},{"key":"7003_CR51","doi-asserted-by":"publisher","first-page":"1303","DOI":"10.1103\/PhysRev.35.1303","volume":"35","author":"C Eckart","year":"1930","unstructured":"Eckart C (1930) The penetration of a potential barrier by electrons. Phys Rev 35:1303\u20131309","journal-title":"Phys Rev"},{"issue":"12","key":"7003_CR52","doi-asserted-by":"publisher","first-page":"1639","DOI":"10.1021\/ed300886j","volume":"90","author":"C Angeli","year":"2013","unstructured":"Angeli C, Cimiraglia R, Dallo F, Guareschi R, Tenti L (2013) Dependence of the population on the temperature in the Boltzmann distribution: a simple relation involving the average energy. J Chem Educ 90(12):1639\u20131644. https:\/\/doi.org\/10.1021\/ed300886j","journal-title":"J Chem Educ"},{"key":"7003_CR53","first-page":"637","volume":"1937","author":"C Moureu","year":"1937","unstructured":"Moureu C, Dode M (1937) Chaleurs de formation de l\u2019oxyde d\u2019ethylene, de l\u2019ethanediol et de quelques homologues. Bull Soc Chim France 1937:637\u2013647","journal-title":"Bull Soc Chim France"},{"key":"7003_CR54","doi-asserted-by":"publisher","first-page":"7123","DOI":"10.1021\/ja00802a037","volume":"95","author":"J Rocek","year":"1973","unstructured":"Rocek J, Radkowsky AE (1973) Mechanism of the chromic acid oxidation of cyclobutanol. J Am Chem Soc 95:7123\u20137132. https:\/\/doi.org\/10.1021\/ja00802a037","journal-title":"J Am Chem Soc"},{"key":"7003_CR55","first-page":"106","volume":"46","author":"EJ Prosen","year":"1951","unstructured":"Prosen EJ, Maron FW, Rossini FD (1951) Heats of combustion, formation, and isomerization of ten C4 hydrocarbons. J Res NBS 46:106\u2013112","journal-title":"J Res NBS"},{"key":"7003_CR56","first-page":"467","volume":"35","author":"DD Wagman","year":"1945","unstructured":"Wagman DD, Kilpatrick JE, Pitzer KS, Rossini FD (1945) Heats, equilibrium constants, and free energies of formation of the acetylene hydrocarbons through the pentynes, to 1,500 K. J Res NBS 35:467\u2013496","journal-title":"J Res NBS"},{"key":"7003_CR57","unstructured":"Chase MW Jr (1998) NIST-JANAF thermochemical tables, fourth edition. J Phys Chem Ref Data Monogr 9:1\u20131951"},{"key":"7003_CR58","doi-asserted-by":"publisher","first-page":"3395","DOI":"10.1021\/ja01015a018","volume":"90","author":"KB Wiberg","year":"1968","unstructured":"Wiberg KB, Fenoglio RA (1968) Heats of formation of C4H6 hydrocarbons. J Am Chem Soc 90:3395\u20133397. https:\/\/doi.org\/10.1021\/ja01015a018","journal-title":"J Am Chem Soc"},{"key":"7003_CR59","doi-asserted-by":"publisher","unstructured":"Tsang W (1996) Heats of formation of organic free radicals by kinetic methods. In: Martinho Sim\u00f5es JA, Greenberg A, Liebman JF (eds) Energetics of organic free radicals. Blackie Academic and Professional, London, pp 22\u201358. https:\/\/doi.org\/10.1007\/978-94-009-0099-8_2","DOI":"10.1007\/978-94-009-0099-8_2"},{"key":"7003_CR60","doi-asserted-by":"publisher","first-page":"269","DOI":"10.6028\/jres.042.023","volume":"42","author":"EJ Prosen","year":"1949","unstructured":"Prosen EJ, Maron FW, Rossini FD (1949) Heat of isomerization of the two butadienes. J Res NBS 42:269\u2013275. https:\/\/doi.org\/10.6028\/jres.042.023","journal-title":"J Res NBS"},{"key":"7003_CR61","doi-asserted-by":"publisher","first-page":"561","DOI":"10.1088\/1742-6596\/16\/1\/078","volume":"16","author":"B Ruscic","year":"2005","unstructured":"Ruscic B, Pinzon RE, von Laszewski G, Kodeboyina D, Burcat A, Leahy D, Montoya D, Wagner AF (2005) Active Thermochemical Tables: Thermochemistry for the 21st Century. J Phys Conf Ser 16:561\u2013570. https:\/\/doi.org\/10.1088\/1742-6596\/16\/1\/078","journal-title":"J Phys Conf Ser"},{"key":"7003_CR62","unstructured":"Ruscic B, Bross DH (2024) Active Thermochemical Tables (ATcT) values based on ver. 1.202 of the Thermochemical Network. ATcT, Argonne National Laboratory."},{"key":"7003_CR63","doi-asserted-by":"publisher","DOI":"10.1039\/D4FD00110A","author":"B Ruscic","year":"2024","unstructured":"Ruscic B, Bross DH (2024) Accurate and reliable thermochemistry by data analysis of complex thermochemical networks using active thermochemical tables: the case of glycine thermochemistry. Faraday Discuss. https:\/\/doi.org\/10.1039\/D4FD00110A","journal-title":"Faraday Discuss"},{"key":"7003_CR64","doi-asserted-by":"publisher","first-page":"1097","DOI":"10.1002\/qua.24605","volume":"114","author":"B Ruscic","year":"2014","unstructured":"Ruscic B (2014) Uncertainty quantification in thermochemistry, benchmarking electronic structure computations, and active thermochemical tables. Int J Quantum Chem 114:1097\u20131101. https:\/\/doi.org\/10.1002\/qua.24605","journal-title":"Int J Quantum Chem"},{"key":"7003_CR65","doi-asserted-by":"publisher","first-page":"3","DOI":"10.1016\/B978-0-444-64087-1.00001-2","volume":"45","author":"B Ruscic","year":"2019","unstructured":"Ruscic B, Bross DH (2019) Thermochemistry. Computer Aided Chem Eng 45:3\u2013114. https:\/\/doi.org\/10.1016\/B978-0-444-64087-1.00001-2","journal-title":"Computer Aided Chem Eng"},{"key":"7003_CR66","doi-asserted-by":"publisher","first-page":"661","DOI":"10.1002\/oms.1210211010","volume":"21","author":"M Iraqi","year":"1986","unstructured":"Iraqi M, Pri-Bar I, Lifshitz C (1986) Electron impact ionization of unstable enols: H2C=CHOH, H2C=C(OH)-CH3 and H2C=C(OH)-C2H5. Org Mass Spectrom 21:661\u2013664. https:\/\/doi.org\/10.1002\/oms.1210211010","journal-title":"Org Mass Spectrom"},{"key":"7003_CR67","doi-asserted-by":"publisher","first-page":"133","DOI":"10.1016\/0020-7381(83)87154-X","volume":"47","author":"JL Holmes","year":"1983","unstructured":"Holmes JL, Lossing FP (1983) The need for adequate thermochemical data for the interpretation of fragmentation mechanisms and ion structure assignments. Int J Mass Spectrom Ion Phys 47:133. https:\/\/doi.org\/10.1016\/0020-7381(83)87154-X","journal-title":"Int J Mass Spectrom Ion Phys"},{"key":"7003_CR68","doi-asserted-by":"publisher","first-page":"93","DOI":"10.1016\/0168-1176(94)04049-4","volume":"137","author":"G Bouchoux","year":"1994","unstructured":"Bouchoux G, Alcaraz C, Dutuit O, Nguyen MT (1994) A photoionization and molecular orbital study of cyclobutanol and cyclobutylamine radical cations. Int J Mass Spectrom Ion Processes 137:93. https:\/\/doi.org\/10.1016\/0168-1176(94)04049-4","journal-title":"Int J Mass Spectrom Ion Processes"},{"key":"7003_CR69","doi-asserted-by":"publisher","first-page":"35","DOI":"10.1016\/0168-1176(86)87066-5","volume":"68","author":"JC Traeger","year":"1986","unstructured":"Traeger JC, McAdoo DJ (1986) Decomposition thresholds and associated translational energy releases for eight C4H8O+ isomers. Int J Mass Spectrom Ion Processes 68:35","journal-title":"Int J Mass Spectrom Ion Processes"},{"key":"7003_CR70","doi-asserted-by":"publisher","first-page":"466","DOI":"10.1002\/oms.1210181104","volume":"18","author":"DJ McAdoo","year":"1983","unstructured":"McAdoo DJ, Hudson CE (1983) The decompositions of metastable [C4H8O]+ ions and the [C4H8O]+ potential surface. Org Mass Spectrom 18:466. https:\/\/doi.org\/10.1002\/oms.1210181104","journal-title":"Org Mass Spectrom"},{"key":"7003_CR71","doi-asserted-by":"publisher","first-page":"2213","DOI":"10.1002\/hlca.19770600714","volume":"60","author":"G Bieri","year":"1977","unstructured":"Bieri G, Burger F, Heilbronner E, Maier JP (1977) Valence ionization energies of hydrocarbons. Helv Chim Acta 60:2213. https:\/\/doi.org\/10.1002\/hlca.19770600714","journal-title":"Helv Chim Acta"},{"key":"7003_CR72","doi-asserted-by":"publisher","first-page":"7179","DOI":"10.1021\/ja00439a011","volume":"98","author":"KB Wiberg","year":"1976","unstructured":"Wiberg KB, Ellison GB, Wendoloski JJ, Brundle CR, Kuebler NA (1976) Electronic states of organic molecules. 3. Photoelectron spectra of cycloalkenes and methylenecycloalkanes. J Am Chem Soc 98:7179. https:\/\/doi.org\/10.1021\/ja00439a011","journal-title":"J Am Chem Soc"},{"key":"7003_CR73","doi-asserted-by":"publisher","first-page":"475","DOI":"10.1021\/ja9532547","volume":"118","author":"PG Wenthold","year":"1996","unstructured":"Wenthold PG, Hu J, Squires RR, Lineberger WC (1996) Photoelectron spectroscopy of the trimethylenemethane negative ion. J Am Chem Soc 118:475. https:\/\/doi.org\/10.1021\/ja9532547","journal-title":"J Am Chem Soc"},{"key":"7003_CR74","doi-asserted-by":"publisher","first-page":"701","DOI":"10.1002\/hlca.19830660234","volume":"66","author":"R Bombach","year":"1983","unstructured":"Bombach R, Dannacher J, Stadelmann J-P, Neier R (1983) Fundamental aspects of ionic dissociations: the fragmentation pathways of excited bicyclobutane cations. Helv Chim Acta 66:701. https:\/\/doi.org\/10.1002\/hlca.19830660234","journal-title":"Helv Chim Acta"},{"key":"7003_CR75","doi-asserted-by":"publisher","first-page":"70","DOI":"10.1039\/F29747001889","volume":"2","author":"DC Clary","year":"1889","unstructured":"Clary DC, Lewis AA, Morland D, Murrell JN (1889) Heilbronner E (1974) Ionization potentials of cycloalkenes. J Chem Soc Faraday Trans 2:70. https:\/\/doi.org\/10.1039\/F29747001889","journal-title":"J Chem Soc Faraday Trans"},{"key":"7003_CR76","doi-asserted-by":"publisher","first-page":"105","DOI":"10.1007\/978-94-009-0099-8_2","volume":"1","author":"E Heilbronner","year":"1976","unstructured":"Heilbronner E, Hoshi T, von Rosenberg JL, Hafner K (1976) Alkyl-induced, natural hypsochromic shifts of the 2A\u21902X and 2B\u21902X transitions of azulene and naphthalene radical cations. Nouv J Chim 1:105. https:\/\/doi.org\/10.1007\/978-94-009-0099-8_2","journal-title":"Nouv J Chim"},{"key":"7003_CR77","doi-asserted-by":"publisher","first-page":"5900","DOI":"10.1063\/1.445770","volume":"79","author":"WG Mallard","year":"1983","unstructured":"Mallard WG, Miller JH, Smyth KC (1983) The ns Rydberg series of 1,3-trans-butadiene observed using multiphoton ionization. J Chem Phys 79:5900. https:\/\/doi.org\/10.1063\/1.445770","journal-title":"J Chem Phys"},{"key":"7003_CR78","doi-asserted-by":"publisher","first-page":"2357","DOI":"10.1071\/CH9752357","volume":"28","author":"JB Peel","year":"1975","unstructured":"Peel JB, Willett GD (1975) Photoelectron spectroscopic studies of the higher alcohols. Aust J Chem 28:2357. https:\/\/doi.org\/10.1071\/CH9752357","journal-title":"Aust J Chem"},{"key":"7003_CR79","doi-asserted-by":"publisher","first-page":"5123","DOI":"10.1021\/j100329a014","volume":"92","author":"JD Shao","year":"1988","unstructured":"Shao JD, Baer T, Lewis DK (1988) Dissociation dynamics of energy-selected ion-dipole complexes. 2. Butyl alcohol ions. J Phys Chem 92:5123. https:\/\/doi.org\/10.1021\/j100329a014","journal-title":"J Phys Chem"},{"key":"7003_CR80","doi-asserted-by":"publisher","first-page":"537","DOI":"10.1002\/oms.1210260603","volume":"26","author":"JL Holmes","year":"1991","unstructured":"Holmes JL, Lossing FP (1991) Ionization energies of homologous organic compounds and correlation with molecular size. Org Mass Spectrom 26:537. https:\/\/doi.org\/10.1002\/oms.1210260603","journal-title":"Org Mass Spectrom"},{"key":"7003_CR81","doi-asserted-by":"publisher","first-page":"309","DOI":"10.1016\/0168-1176(90)87019-D","volume":"101","author":"M Bissonnette","year":"1990","unstructured":"Bissonnette M, George M, Holmes JL (1990) The experimental investigation of [C5H12O] ion structures related to neopentyl alcohol and its methyl ether. Int J Mass Spectrom Ion Processes 101:309. https:\/\/doi.org\/10.1016\/0168-1176(90)87019-D","journal-title":"Int J Mass Spectrom Ion Processes"},{"issue":"1","key":"7003_CR82","doi-asserted-by":"publisher","first-page":"79","DOI":"10.5194\/gmdd-7-1525-2014","volume":"30","author":"CJ Willmott","year":"2005","unstructured":"Willmott CJ, Matsuura K (2005) Advantages of the mean absolute error (MAE) over the root mean square error (RMSE) in assessing average model performance. Clim Res 30(1):79\u201382. https:\/\/doi.org\/10.5194\/gmdd-7-1525-2014","journal-title":"Clim Res"},{"key":"7003_CR83","doi-asserted-by":"publisher","first-page":"334","DOI":"10.1021\/ja01607a027","volume":"77","author":"GS Hammond","year":"1955","unstructured":"Hammond GS (1955) A correlation of reaction rates. J Am Chem Soc 77:334\u2013338. https:\/\/doi.org\/10.1021\/ja01607a027","journal-title":"J Am Chem Soc"}],"container-title":["Journal of Molecular Modeling"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/link.springer.com\/content\/pdf\/10.1007\/s00894-026-07003-z.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/link.springer.com\/article\/10.1007\/s00894-026-07003-z","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/link.springer.com\/content\/pdf\/10.1007\/s00894-026-07003-z.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,23]],"date-time":"2026-10-23T07:26:17Z","timestamp":1792740377000},"score":1,"resource":{"primary":{"URL":"https:\/\/link.springer.com\/article\/10.1007\/s00894-026-07003-z"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,10,23]]},"references-count":83,"journal-issue":{"issue":"11","published-print":{"date-parts":[[2026,11]]}},"alternative-id":["7003"],"URL":"https:\/\/doi.org\/10.1007\/s00894-026-07003-z","relation":{},"ISSN":["1610-2940","0948-5023"],"issn-type":[{"value":"1610-2940","type":"print"},{"value":"0948-5023","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,10,23]]},"assertion":[{"value":"4 September 2026","order":1,"name":"received","label":"Received","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"5 October 2026","order":2,"name":"accepted","label":"Accepted","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"23 October 2026","order":3,"name":"first_online","label":"First Online","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"The authors declare no competing interests.","order":1,"name":"Ethics","label":"Competing interests","group":{"name":"EthicsHeading","label":"Declarations"}}],"article-number":"440"}}