2) Hybrid orbitals having more s character means that the electrons of the
anion will, on the average, be lower in energy, and the anion will be more
stable.
- Electrostatic potential maps for ethyne, ethene, and ethane:
Figure 3.3 Electrostatic potential maps for ethyne, ethene, and ethane.
1) Some positive charge is clearly evident on the hydrogens of ethyne.
2) Almost no positive charge is present on the hydrogens of ethene and ethane.
3) Negative charge resulting from electron density in the π bonds of ethyne and
ethene is evident in Figure 3.3.
4) The π electron density in the triple bond of ethyne is cylindrically symmetric.
- Relative Acidity of the Hydrocarbon:
HC≡CH > H 2 C=CH 2 > H 3 C−CH 3
- Relative Basicity of the Carbanions:
H^3 C−CH^2 :− > H^2 C=CH:− > HC≡C:−