The combustion of carbon compounds, especially hydrocarbons, has been the most important source of heat energy for human civilizations throughout recorded history. The heat of combustion for pentane is -782 kcal/mole, while its isomer 2,2-dimethylpropane (neopentane) has a slightly lower heat of combustion at -777 kcal/mole. This difference is due to subtle structural variations. The following table lists the heat of combustion data for some simple cycloalkanes and compares these with the incremental increase per CH2 unit for long-chain alkanes.
In small-ring cyclic compounds, ring strain significantly impacts thermodynamic stability and chemical reactivity. The primary sources of ring strain in smaller rings are angle strain and eclipsing strain. Cyclopropane and cyclobutane experience significant contributions from both types of strain, with angle strain being especially severe. The impact of angle strain on chemical reactivity is notably dramatic for cyclopropane and is also evident for cyclobutane.