Chapter 6 Notes - Chapter 6: Undersmnding Organic Reactions...

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Unformatted text preview: Chapter 6: Undersmnding Organic Reactions Wri'fing Eguafions for Organic Reacflons fik + CH3~gBr W + 1%- Bl, ‘5 “‘ 9“? g I CH3 No flee rhar‘ offer: fhe rem: rims are nor ba/anced — This is CONS/dered 0k. ,4 hedge/17‘ may be placed above fhe arrow. I n fhis case, fher’e are We sfeps. Kinds of Organic ReacTions (3 Keep in mind as we discuss reac 770/75 we will see de failed examples In fer! “a _ . _, _ .7 - subsfifufe one func’rionai group ‘ro form anofher func‘rional group (of'ren an ulky! halide ge'i‘s subsTiTuTed as seen in The nexf chapter) I 9 5 9 MOM-"Z +Y —)n> ~——C————Y + - add X2 0?" XV To a double bond Chapfer- 6: Undersmnding Organic Reacfions I 6.1-6.2 - Wri'fing Eguafions for" Organic Reacflons g) €000 Hafixfiexfix ‘33 m . Tia-C33 CURE“??? {3% “wig ‘NQG‘N‘C‘M’b :15? E} bagmm M‘Wfilmfi, n ' MW“ W“ CH3 “ F 7 \ fi# _ _ WW e - _ wee, (2.0 m - Qx ? 019 OH . ® _ _ I '- + MgBr 4-H20 mm» + HOMgBr - Q\ Lind“ ()0 ‘an2m \QQC; a} max-QB Oxfx‘m fithQmfiw %& U 0H .« .- ,7 V Am \ fifi‘fibfi f- 0r Wei-3‘ (it LCH3MgBr M94 a mmw “Qwewk 2-f520 Pmmgfvfi @921 $ if) ‘ a?“ Mmmnm N0 rice rhaf offen Me #05 b/cd — fhfs 1'5 considered OK A reagenf may be placed ave fire a In fhis case, Mere are We steps. Kinds of 0:" anic Reac’rions Keep in mind as we discuss rem: flan: we will see de failed examples fare/1f 1. KNEE 2X } — subs’ri’rufe one functionat group ‘\\ Q, To form another funcfional group (ofTen an alkyl halide gents Q“ v subsfiTuTed as seen in The nexT chap‘rer) ~ ’\ Cl; 2 + Y? (I: Y “Lu 29 x ’3 a x "" "m" ‘ H “m "m ‘ ‘ Qflx ‘ ’ " (“GU Q t i L“ (-7 \2 x M <3 P — add X2 or‘ XY To a doubie bond j [C3 \1 ke. wok) fibe cMfl-«g ’i‘e $86,, Ck. {so new a QW\o\<3f:‘Si-4Q%\+§: 4, S..erth {:3 W {a g — most common reaciions are profon fronsfer reactions as seen in Chapfer 2 WA + B: “:34ng + A:" 6.38 - Common Reocfion Intermediates \ Wfimcfiwfie %Nm Qfiéowafie \ (3.” Wm miefl e ,K e 1 i. (“*3 KN Qeemewme M Ceefiswo \o M wa‘mfine Viaowm Qmwoqe‘i meifleemvefi 6.5A, 6.7 - 6.10 — Rxn Coordinofe Dio rams Thermod nomics and Kinetics Kinetics Reminder: V Firsf—Order Reocfion has the rate equation of dim/fl : k [A] and depends QAWUQ oniy on The concentration of one reac’ronT, A A n q“ f k, rhe rote cons‘ronf, is an energy barrier that is equal ’ro eXp(-Eo/RT) fib‘<~«%E- V For our reocTion, There happens To be We Infermedfafes’rha’r form, a r, a) a carbocofion and a profonoied alcoho! ALL: 3-: AH « T1335 , Eva“ Qe©<®\mfi’ Q, ‘31 oxcgmxm in 15 Emmame ...‘.,,.).._...transition state A} twmmwfifl Zmfi.%?% ‘- E “ii—55 (:7 WW Q< X (six-mi e53: fiwéw 0% whee «25% wee may t, < Mfmod‘ndmwa ‘\ %¥&EKV‘\‘¥% 0% WM ‘ ’ Mmed‘im SEE?“ ‘s Wharf mfg/1f a ffigqe-sfeg Reacffcm Coordlhm‘e Diagram look like? “ hfim V; 3, g? i j. W‘Kflf‘MQfiyk M“Q% «fl Rfi‘buma “was; mum“ ‘ixmwamx (3w VCR, v9.3. i Practice 5e? for Chap'l'er 6 I. The following represenis an energy diagram for a reaciion where A is converi'ed To C via 8: l = 0.5 kcalfmol a) Is The overall reacTion exoihermic or endothermic? Explain. i B b)Wha‘r is The AHfor The reaction? c)Label each Transiiion sfafe in fhe diagram. A 0 Reaction progress Energy 2. The following energy diagram depicts a Two—step reaciion. Which sfep, first or second, is the ra’revdetermining (slow) slap? Explain. Using a doubiewheaded arrow, show The energy of acliva’rion for The reac’rion. B A C Reaction progress Energy 3. Predic? wheiher ASfor #he following reaciions will be posiTive or negai‘ive. Briefly guslify your reasoning. Gen Chem Rea/fem See 6.6 am «1 EL. » d” be M \ LFOK L.sz Hawk kgggfgj \WOQYzflx *** 4. 6.3D Curved Arrows ~— Use cur/y arrows To 5 ow The efec’rron movemenf for each s’rep of This reacfion of propanoyé chioride with diazome‘rhane, inciuding The has? sfeg. *** @ Q (I? If: 0 .l _ n .. H—CMNTN CH3CHZ—C—Cl W CH3CH2—CWCI ‘—m CI~I3CI—IZWC*CHHIQ\GI€~N= +=Ei= £1 5 59 i " CHzN—i—Ni H 0 ll 9 (‘3 CH3CIHI2—C-CH:N:§1= + CH3~N—:—N Last Step ...
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Chapter 6 Notes - Chapter 6: Undersmnding Organic Reactions...

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