Discussion Overview
The discussion revolves around the comparison of bond energies in ethane, ethene, and ethyne, particularly in relation to their acidity. Participants explore the apparent contradictions between bond energy and acidity, focusing on the hybridization of carbon atoms and the nature of bond cleavage.
Discussion Character
- Homework-related
- Debate/contested
- Technical explanation
Main Points Raised
- One participant asserts that ethyne is more acidic than ethene and ethane due to the sp hybridization of carbon, which leads to a more polar CH bond and easier release of H+.
- Another participant questions which bond energy is being referred to, specifically asking if it is the CC or CH bond energy.
- A clarification is made that the CH bond energy is the focus, addressing previous ambiguity.
- One participant argues that the bond energy does not equate to the energy required to abstract a proton, emphasizing that quoted bond energies typically refer to homolytic cleavage rather than ionic processes.
- There is a challenge regarding the relationship between weaker CH bonds and acidity, questioning whether a weaker bond is generally considered more acidic.
Areas of Agreement / Disagreement
Participants express differing views on the relationship between bond energy and acidity, with no consensus reached on how these concepts interrelate. The discussion remains unresolved regarding the implications of bond strength on acidity.
Contextual Notes
Participants note the complexity of defining bond energies and their relevance to acidity, highlighting potential ambiguities in the definitions and assumptions involved in the discussion.