Question:
(a) On the basis of the information in Problem 38, give the likely hybridization of the orbital that contains the unshared pair of electrons (responsible for the negative charge) in each of the following species: CH3CH2-; CH2 = CH-; HC = C-. (b) Electrons in sp, sp2, and sp3 orbital's do not have identical energies. Because the 2s orbital is lower in energy than a 2p, the more s character a hybrid orbital has, the lower its energy will be. Therefore the sp3 (\ s and 4 p in character) is highest in energy, and the sp (1/2 s, 1/2 p) lowest. Use this information to determine the relative abilities of the three anions in (a) to accommodate the negative charge, (c) The strength of an acid HA is related to the ability of its conjugate base A- to accommodate negative charge. In other words, the ionization HA ⇌ H+ + A- is favored for a more stable A-.Although CH3CH3 CH2=CH2, and HC=CH are all weak acids, they are not equally so. On the basis of your answer to (b), rank them in order of acid strength.