Fall 2006 Test 2

Fall 2006 Test 2 - K my? Sin.nt CI—Ismszrrens. Name:...

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Unformatted text preview: K my? Sin.nt CI—Ismszrrens. Name: 6‘1 ‘ L5 in TsuL 1|. _ r.'_ x I . . . . I . ._ :I .- _ _' . _ _ . r _ . ' ' 1 . | .3 ,- . _ . i- |'- HI -'|. _ I- .'. : . .-1 .. ‘I III I: .'. - '5_ .'r Dr. Wells Fall Iflflfi Score = opscan "' 9W1 E + essay = I3 K MINI E + 1i = E Essay it] points. Write the complete mechanism {show electron pair movement with curved arrows for each step] for the 3N2 reaction below. — Draw all lone pairs of electrons. — identify any interrnerliates {with [ ]'J or an}r transition states [with [ ]:1 . Draw the productlfttj. - Write the rate equation For the substitution. [i.e. rate = reaction mechanism Examine ca ralafulljgrr the malecules below for questions 1 through 5. Br H "5. . ‘x'S‘x Ink-{:6 @fig‘gH \ (E) (E) C" \ / {mica CH3 1 H H 2 CH3 [u| = +- 45" 3 Hg 9 ,9“ {a I Cl I i mIIIIH (1—0- In G?) \ I The besinamr: furl is ® [ERJ R}-2‘bmmn-3-c hlorobutanc B. [2K3S}-’£—bmmu—fl—chlnmbulmw E‘. IL2S,3R}-2-brnmU-3-chlornbmanr: D. I:ES.3S)—2-brnnm-3-chlumbutanc E. 2-hmmo-3-chlnmbutm1c % Ul Cthmpuund 2 is The specific optical rumiinn for 3 is @chiralv” A. 413“ B. a mesa: cmupoundi B. 46“ 3 'r :71 D C. 0" Q. +4II5n F 1. +93“ [3. achiraj 1!. D. bnih A and E E. hath B and C '4 and 5 are ® identical / 13. not isomers p‘ C. cunstilutinnai fsumers I and 2 are #1. identical : B. not isomers C. mnstitulianai isnmerS D. cnantiomcrs I I3. dimmenmerfi enantimners v" -. diastcrcmmrs Cnnsider the pianar canthrmatinn 1.2.3-dimethyicyciohexanc HhUWII bclnw. Which H cuuld be replaced with a [nurlh methyl group in give a tairamethyluycloimxanc than is achiral 1’ Me HI é. a I:- Me H (I. c 9 E) D f L i HEl Hr Hn Hd 3"? CH3 Which plat is correct for the reaction of {—1—3—indnu3-mctl1}r1hexam: with sodium chlnride'? timfi Penicillamine is used in treatment of arthritis. [low many of stereeisomers el‘ penieitlantine are possible? 0 Gt) 2 B. 3 W NHQ C. 4 _ yes-[uh g D. E t; C) s. tti U“ a , t, SH penicillaminc Examine the reaction ofbut‘ylhromitie with F" ion in dimcthylamine for questions 9 - ll pt’L CHgCHECthl-Igflr + F 2"} CHJCIIECI‘IECI'IEF + Br" {reaction I. dimethylantine is sols-cot} '1‘“ if the concentration of F ion is deuhled in a second reaction [reaction 2'; Which statement is true? as e. machete-e3 A. rate of reaction 2 = rate of reaction I {E rate of reactien 2 2 2-: rate of reaction 1 C. rate of reaction 2 3 a rate of reaction I D. rate e!~ rcactionl = 4 a rate of reaction! It A. third reaetion. reaction 3, was performed and dimethyllemlamide was used as the solvent. l| Which statement is true? 4‘ ‘I 31 D“ t p I J 1K“ _ sari citrate”- 3‘ cite-3H we (3 rate et'rcaction 3 ‘2 rate ot‘reaction l 9"?“ CH: 13. rate et" reaction 3 I: rate of reaction I H I (Pg C. rate of reaction 3 = rate of reaction 1 I Disc/“mm M Jr 3 Hat:er ERtong. H dimt-‘ihlt'lflm it“: dimethyiittt'm atttiIJt: It fourth reaction. reaction 4. was performed and I was used as the nueleephile antl dimethyiamine is sehent. Which statement is true? & If @ rate of reaction at a rate of reaction 1 Infl— L Lil“; Pr} ire“- B. rate of reaction 4 s: rate of reaction I a»; heap-“t R L‘. rate of reaction '4 = rate of reaction I — Which alkyl halide substrale wetlld you expect ta underge SNl reaelien most rapidly ’3" a. {cause}? i “hp 3. (enliven r.) \gw’t lav-“Al 0)” c. {CHflaCE-r \ Q ®rea3hei‘<=-—- E. the}r Would all react at the same rate Which base below will give the mast alkene predtiet when reaeted with l—iedehutane'? E H l .. e H T ‘57." H——e———e: “6 H ‘ H———e A B " CH3 (1 CH3 OH: | .. e +e CHa—'T'——-N: CHr—Tfiw: CH3 \ *‘0 Q9” \ 5>mejs§rr lgmliital The best leaving groups have A. eenjugate acids with a large positive pKa B. eentain F C. at least one phosphates atem D. an lene pairs . . _ . la @eenjugate ae1ds With a large negative pKa £3. 7‘1“th J1 Q 1 l __u Whieh ot‘fl‘te lollowing statements is true of SN? reaetions ol" alley] halides in genera] ? A. The rate ot‘an SHE. I'eaetion depends on the concentration oiw the alkyd halide. / B. 'i"he rate Eli-flit 5N1 reaetion depends on the eoneentration ol'the nueleophile. 1/”! C. The rate of an 3N2 I'eaetion depends on the solvent. tr" . D. Uni}f [Wu of the statements are true. @A. a and e are aii true. The objects below are _ . ft. identical H. superposahle mirror int-ages @non‘snperposabie mirror images in the a reaetion where the protinets are higher in tree energy than the remnants is isonetie R ®ndergtmie B. interkinetie L‘. exel'gonie I}. outersnhereti - Reaction ot't t }~2—iodopentane with F' leads to Lu; :‘t. [rt—E—[iuoropentane 1n till-Dim“ J9 Hit} F B. t—‘JrEvt'iuoropentane m S —-—3: (2 J B (I. raeemie E-fluoropentane % #3) 5 not enough info .k M“. o. ._ e" .2 tr? 4’ ‘r i ...
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Fall 2006 Test 2 - K my? Sin.nt CI—Ismszrrens. Name:...

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