(out of 20 points te) — Wink: Anytime on sek : Na, Li, or K ie Problem Set #1, 5.12 Spring 2003 ‘Due Monday, 240 at 4pm forty nn =o * raw out valid Lewis structures (lines or dots) for the following fence sia ructures Tomi € have ionic bonds. (Show lone pairs and formal charges.) : \ NaHCO, ICH,CH,OCH,]* =) ay y Ww AGA 8 wy 2 iN a 10 oR bape Na — ey woke ao ° u 4 H-c=e¢-H ae C . Praw a valid Lewis structure for AIF3, Would you 8 eleptrophilic or nucleophilic? Why? iF Aluminum, like boven, oly | Stacks wit Heree valence Al. el china . This theans Zz i: a dr alaminum atom in ME, cal wx valencs screws on ¢ poor obit, Tt om & edredvors . — > The olanivan atom is elochropluter}3. You leamed in lecture that phenol is more acidic than cyclohexanol because its conjugate base (phenoxide ion) is stabilized by resonance. Strong acids have stable conjugate bases. a) Draw the relevant resonance structures for the conjugate bases of A and B. b) Which would you expect to be more acidic? Why? d . y Nn other words, yb More aardie Lecouat of he Me a Pa oe hese hae is tot stable C tare ret Stab lization >4, Circle the following pairs of structures that do not constitute resonance structures. For the proper resonance pairs, draw curved arrows to convert the first structure to the second. Draw in all lone pairs that you move.5. a) Draw allof the relevant resonance structures for A, and rank them by energy (1 = lowest energy). If two or more resonance structures are similar in energy, give them the same ranking. ©) Label tip clectrophic atoms in. > age a3 5) on @.45 ov fe o (© wre o AG — Ax ea Il p Ya w ® wy ¢ Wa (aug eecserF) O etre ) a Te GS o Fs wry > WF i, * : oe y g = electophilic e c) Draw all of the relevant resonance structures for B, and rank them by energy (1 = lowest energy). if two or more resonance structures are similar in energy, give them the same ranking. d) Label the nucleophilic atoms in B. , Wf ios ie 5 ‘Fz Besa umn @ Deh HDI Acs 8 we Vr 1 @ ~O » © “®@ we