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The Heat of Formation of Cyclobutadiene
Author(s) -
Fattahi Alireza,
Lis Lev,
Tian Zhixin,
Kass Steven R.
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200600839
Subject(s) - cyclobutadiene , standard enthalpy of formation , bond dissociation energy , dissociation (chemistry) , ionization , chemistry , thermodynamics , ionization energy , gas phase , computational chemistry , physics , organic chemistry , ion , molecule
How unstable can it be? Gas‐phase measurements on the 3‐cyclobutenyl cation were combined in a thermodynamic cycle to provide the first experimental determination of the heat of formation of cyclobutadiene (see scheme, IP=ionization potential, BDE=bond‐dissociation energy). The resulting value of 428±16 kJ mol −1 is in good accord with previous predictions based upon similar energetic determinations of benzo‐ and phenylcyclobutadiene.

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