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su99org1e1 - Exam 1. Chapters 1-4 “AH-WE 9 l 7%!...

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Unformatted text preview: Exam 1. Chapters 1-4 “AH-WE 9 l 7%! 100points Answer all the questions. 1) (12pts) Draw Lewis structures (lines for bonds m dots for lone pairs) for the following molecules: ,H (a)BH3 H~B\ H H E ii I —- (b) M' t‘ ‘ ,Q-—C-L H ~9.f<.2‘:(_, H 111 no 0 H H 0 JL M .n 1, .4 ! I 2. 2) (3pts)What is the hybridization of the Boron in (a) 12' e Nitrogen in (c) 5 (:3 Tl: bonded O in (d)? 3 $1 3) (lOpts)W1ite ail the resonance forms for the following two species, and in both cases indicate which forms are the major and minor contributors (or if they are the same energy). Use curly arrows to show the movement of electrons which converts one to the other. {as ex *1 @ %./ Q _ :5" CHch HZCECEM‘ H Hith'cg-M f) L \WI/ W1 To (2 C9 CH2CHCH2 <9 \ . <9- H S We 61x16“: 7 4) (4pts) Label which reactant is a BASE and which is an ACID in the following reactions, and also circle the conjugate base of the acidic species. NaOI-I + H28 —> H20 locate out! (CH3)3N + ens-(:1 —> (CH3)4N+ + @ hob, add? 5) (lpt) How is Ka mathematically related to pKa? ‘ EEK : "‘ [93:0 E3 6) (lflpts) Explain why 3H3 has a trigonal planar shape whilst NH3 has a tetrahedral geometry. 3 u E‘s-0&3; ho => 3OAIECAS m} g H- W at?“ R‘wcgkh B = {03°ch Plum-J" 0k VGLMOL . a go, LDALKEJ. LEN :3 40:5“: {Extras} 2) (lpt) Which of the above two compounds is the better NUCLEOPHILE? ‘ w H; 8) (4pts) Draw and label the 2 geometric moments of CFH=CFH. vh /H F\ .f L Cr: N WC: ‘9‘ H ’ V 72w; 03 9) (1 Opts) Name (in IUPAC form) the following compounds: (a) .M MM; 1 Ir: (b) Q'Mhfl W 22,2-&1n- I' \Lwflum (d) 3‘dj‘1li‘3’w3lww (mom melmj) 11) (15pts) Draw the 2 possible chair conformations of cis-1-ethyl-4-methylcyclohexane. CHEW-.4] H a I W“ \i/Cfliaci} “01) [email protected]) We can 12) (5pts)Exp1ain which is the more stable conformation for the previous molecule. (you may use the back of this page if necessary). \CUQgK 3&385mfi 4300.8 efiuivmi) CLHC f3on efiaiiufmk. AXxPxL [gyms \We gLQfig \U\ “GIL S w (BEL EQ l3) (12pts) 0n the below reaction energy diagram, label: (a) the axes (b) the reactants and products (0) any transition states (using 1:) (d) AH" for the overall reaction (e) is this reaction exothermic or endothermic? 3H3”; W12 . C‘nifiCWEPH'C 14) (1 Opts) Use the stability of radicals to rationalize why the bond dissociation energy of the indicated C-H bond in methane is 104kcal, whereas the indicated C-H bond dissociation for 2-methylpropane is Only 9Ikcal. (you may use the back of this page if necessary). a 9H3 H—(E—H HaC—{l3- H \ CH3 04kca| kcal ...
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This note was uploaded on 11/26/2011 for the course CHEM 250 taught by Professor Burche during the Fall '11 term at Rutgers.

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su99org1e1 - Exam 1. Chapters 1-4 “AH-WE 9 l 7%!...

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