{"id":"W2325332551","doi":"10.1021/jo502303f","title":"Evidence for a Catalytic Six-Membered Cyclic Transition State in Aminolysis of 4-Nitrophenyl 3,5-Dinitrobenzoate in Acetonitrile: Comparative Brønsted-Type Plot, Entropy of Activation, and Deuterium Kinetic Isotope Effects","year":2014,"lang":"en","type":"article","venue":"The Journal of Organic Chemistry","topic":"Chemical Reaction Mechanisms","field":"Chemistry","cited_by":29,"is_retracted":false,"has_abstract":true,"ca_institutions":"Queen's University; Memorial University of Newfoundland","funders":"Natural Sciences and Engineering Research Council of Canada; National Research Foundation of Korea","keywords":"Aminolysis; Chemistry; Kinetic isotope effect; Morpholine; Catalysis; Amine gas treating; Acetonitrile; Deuterium; Reaction rate constant; Tetrahedral carbonyl addition compound; Medicinal chemistry; Physical chemistry; Organic chemistry; Nucleophile; Kinetics","routes":{"ca_aff":true,"ca_fund":true,"ca_venue":false,"about_ca":false,"invisible_to_affiliation_only":false},"retraction":null,"screen":null,"direct_labels":[],"prediction":{"model_version":"codex-gemma-dda1882f352a","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.000448205,0.000223013,0.0006541421,0.0000768559,0.00002802288,0.00001375678,0.0003017807,0.0001287313,0.0001108942],"category_scores_gemma":[0.0008672943,0.0001860267,0.00009725417,0.000396477,0.0001191335,0.0001678399,0.00004643304,0.0003965514,6.711587e-7],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0002042122,"about_ca_system_score_gemma":0.000107733,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.00003347238,"about_ca_topic_score_gemma":0.000009781024,"domain_scores_codex":[0.9983077,0.00007013027,0.0008888278,0.000188339,0.0003160629,0.000228947],"domain_scores_gemma":[0.9968837,0.001529419,0.00091435,0.0002835805,0.0002992927,0.00008964767],"domain_codex":null,"domain_gemma":null,"domain_candidate":null,"domain_consensus":null,"study_design_codex":"bench_or_experimental","study_design_gemma":"bench_or_experimental","study_design_scores_codex":[0.001177831,0.0001480006,0.0003155721,0.0009721333,0.00007885646,0.0000022125,0.001360204,0.0001923545,0.9955211,0.000001718755,0.0000109278,0.0002191059],"study_design_scores_gemma":[0.002706278,0.000119104,0.0006387522,0.001142813,0.0001781281,0.00006421569,0.0003607835,0.001043196,0.9930504,0.0005334592,0.00001008225,0.0001527949],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9976183,0.0002109589,0.001842095,0.00008904312,0.0000273286,0.0001573751,0.00001013508,0.000008529663,0.00003620018],"genre_scores_gemma":[0.9993645,0.0001783496,0.0002985624,0.00001779622,0.00006396991,0.000005853555,0.00001053458,0.00002625999,0.00003419477],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.002470691,"threshold_uncertainty_score":0.7585949,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.02567370927719217,"score_gpt":0.2701040322337199,"score_spread":0.2444303229565277,"validation_status":"score_only:v0-immature-baseline","note":"Baseline scores from an immature model (maturity gate not passed). Scores rank; they never assert a category."}}