Chapter 17 handout Key

Chapter 17 handout Key - Chapter 17 Carbonyl Commands...

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Unformatted text preview: Chapter 17: Carbonyl Commands Mechanisms/Reactions to know from CHAPTER 17 so far: 9 Addition of strong bases: Grignard reagents, organolithiums, cyanide, acetylide Ions etc. to Group I and Group II can bonyls 0 Addition of weak bases: water (alcohoiwif he covers it) to Group II carbonyis 0 Reduction of carbonyls by NaBH4, LiAlI-I4 to Group I and Group II carbonysl o DIBALH (I .ibugAlH, 48°C, THF 2. H20) 9 Imine and enamine formation 0 Wolff-Kishner Reduction fiere are a few we have not covered yet: 1) Reduction of Carbonyis using NaBH4 and LiAlH4 ' 2) Imine and Enamine Formations (Only need a small (catalytic) amount of acid because if you lower the pH 1too much the initial amine will get protonated completely and them will be none left over to react with carbonyl) Wadi {1305' W . .‘ , 'mm& Em W% @120 4““ £14353“; M DMNCJr-Rg ‘FHLU m . mm W W...“ m m H mm o W W m m, WW W mwmaafin won; fiswwmmam N o M. m, mm m IN. . . . ‘ u . ‘ . W ‘lu Pv .th . m mwumxweam Ea @5392: Em... Eamiwwaa Ea. W .m mm, 7 mm 4’ mxm 3+” wsm Go can :3 W 2 can 5 wé E zaz :3 W a z;z a: 0:2 3 , Ono E W S w . . W e m H 2 a 0:0 a 2:8 mo. $2 5 W. W. .m M m m oi . e 3. 35 0.0 m3 @038 E W M my “W W “W N: ma . v 0 $9 3. 9:8 :e 0&3”quan :4 W .H m m m. W. Wu W _. a in we 01m a was $33 Sm W m c W mim K 0% E magma”; :6 W e 2 n a. 9:9 mm 0:9 M: “95% :6 W .m M $1? a 0;? % ?9§_E :5 W 1m u. h E 3. 0L 3 01.28» mm W w C m r 1 t ‘3 man 3 mam 8 Zno $029 5 W H m W W a m z 8 aim. n m .t m c 1 W) ,m s _ a w 239“, E” W Q m a m mm .m n S .1 V. eD M mé E 0% a wnmfimna a .W m M m, m, mm. m V. .1 B M( c mam am 210 a mno 38 BM Gm h m m 5 man“ am To a. mno @5on 8 N M. F? a; E E 3. WA .l. W E a ab 8 wmm w: W m 2% 8 9:0 H We owe um W m mim 2 Fe .3 own m8 W :19. d T? a 2% “mm W m mum. 3 wao 8 omz N: W v a .alfiui .Eunvfifituiufinnifi. (Ethan: . ..1i.«u(nnfla.1iu:fiflgfifii Hairy” inaxirxévigwfl. GEE»: WE: .512: _ a: 8.5993 flu.” >3 9333ch Pmb‘lms: a3 Wedfm? «We pmde? 3 333333 3‘? i (3%) ix 3,333) m QCZNOH + H30 H “fiwxaimmfi H oxime >- ‘ In?” kahW £63 0.3 m gm3w3 W0333333: &§im3A .mm% 0 .. NH 11 3 AMIHP QC” H: NHP}. ‘ ‘ W 3 My»? H“? 0— ZC N (’)C3(333 333 AH 33333 33633333333033 (0) using 33333231333333 J 0%N 'iH : H ~0+H £40 C’ agDCs $23230 N23: in My ’3‘3 ‘M H C130 ~ 51% N“H OWH C,“N (’1?) m #3 AH; = (43'W3)”(H1+3F3) '5 “*2 KIM/ms i Ma;(%+ qq)»(i%+m) 1: «42 Lam/W; Jr ”\N/Ns A611" ‘+Z+%M-..:M lam/i!“ ' W / 4‘92 == ~42 w? c: ’16: wax/W5 v.5. ...
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