C-H bond dissociation enthalpies in norbornane. An experimental and computational study.
Gas-phase C-H bond dissociation enthalpies (BDEs) in norbornane were determined by quantum chemistry calculations and the C2-H BDE was experimentally obtained for the first time by time-resolved photoacoustic calorimetry. CBS-Q and CBS-QB3 methods were used to derive the values DH degrees (C1-H) = 449 kJ mol-1, DH degrees (C7-H) = 439 kJ mol-1, and DH degrees (C2-H) = 413 kJ mol-1. The experimental result DH degrees (C2-H) = 414.6 +/- 5.4 kJ mol-1 is in excellent agreement with the theoretical value. The trend DH degrees (C1-H) > DH degrees (C7-H) > DH degrees (C2-H) is discussed.
Nunes
Paulo M
PM
Centro de Química e Bioquímica and Departamento de Química e Bioquímica Faculdade de Ciências, Universidade de Lisboa, 1749-016 Lisbon, Portugal. panunes@fc.ul.pt
Estacio
Sílvia G
SG
Lopes
Gustavo T
GT
Costa Cabral
Benedito J
BJ
Borges dos Santos
Rui M
RM
Martinho Simões
José A
JA
D002244:Carbon / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D009636:Norbornanes / Q000737:chemistry*; D013816:Thermodynamics
D009636:Norbornanes; D002244:Carbon; D006859:Hydrogen