(Solved): 4. For the compounds below (a) draw both Conjugate Base 1 and Conjugate Base 2. Determine which of ...

4. For the compounds below (a) draw both Conjugate Base 1 and Conjugate Base 2. Determine which of the two protons is more acidic using the ARIO rule and explain your reasoning - if the reason is R (number of Resonance Structures) please draw all the resonance structures. Make sure you keep track of all formal charges and lone pairs (1 point): FF CI CI Conjugate Base 1: Conjugate Base 2: :0: TH Conjugate Acid / Conjugate Base Pairs -The stronger the acid the weaker the conjugate base. -A more stable base is a weaker base and has a stronger conjugate acid. -A more stable base generally has lower energy electrons. Rules for Ranking Acids and Bases (ARIO) Factors Affecting Stability of the Conjugate Base -A negative charge raises the energy of electrons (stronger base). -A positive charge lowers the energy of electrons (weaker base). Charge Atom Resonance Induction Orbitals The larger the basic atom in a group the more stable the base (weaker base). The more electronegative the basic atom in a period, the more stable the base (weaker base). Delocalization lowers the energy of electrons (weaker base). London Electron withdrawing groups (i.e. electronegative atoms) near the basic atom stabilize the base (weaker base). Greater s-character in hybrid orbitals results in lower energy (greater stability) of a base. Trend in stability: sp > sp² > sp³