ࡱ> p bjbj .&:84M,.y~(prrrrrr$ ^000p0p000]) `0\00!0!0!0,0.! : 1. Draw the expected product from the following. a.  EMBED ChemDraw.Document.6.0  b.  EMBED ChemDraw.Document.6.0  c.  EMBED ChemDraw.Document.6.0  d.  EMBED ChemDraw.Document.6.0  e.  EMBED ChemDraw.Document.6.0  f.  EMBED ChemDraw.Document.6.0  g.  EMBED ChemDraw.Document.6.0  h.  EMBED ChemDraw.Document.6.0  i.  EMBED ChemDraw.Document.6.0  j.  EMBED ChemDraw.Document.6.0  k.  EMBED ChemDraw.Document.6.0  l.  EMBED ChemDraw.Document.6.0  2. Complete these short syntheses. Draw the missing structures. a.  EMBED ChemDraw.Document.6.0  b.  EMBED ChemDraw.Document.6.0  c.  EMBED ChemDraw.Document.6.0  3. Synthesis of trialkylboranes from alkenes: a.  EMBED ChemDraw.Document.6.0  b.  EMBED ChemDraw.Document.6.0  4. Synthesis of alcohols via hydroboration-oxidation: a.  EMBED ChemDraw.Document.6.0  b.  EMBED ChemDraw.Document.6.0  5. Protonolysis of trialkylboranes. Acetic acid reacts with trialkyl boranes and replaces the boron atom with a hydrogen atom; the result is a saturated compound with a hydrogen isotope. Deuterated borane will deliver a deuterium (or tritium) atom instead of a hydrogen atom to give a deuterium (or tritium-labeled) trialkylborane. Deuterium-labeled (or tritium-labeled) acetic acid will replace boron with a deuterium atom (or tritium atom). a.  EMBED ChemDraw.Document.6.0  b.  EMBED ChemDraw.Document.6.0      Chem 231 PS 8.2  DATE \@ "M/d/yyyy" 8/18/2009 More Addition Reactions of Alkenes page  PAGE 1 NAME _________________________________ due date _______________ 67UVXafg  tjW%jWG h)CJOJQJUV^Jjh)CJUj^G h)CJUVjh)CJOJQJU^J%jRG h)CJOJQJUV^Jj h)CJOJQJU^J%jRG h)CJOJQJUV^Jjh)CJOJQJU^JjRG h)CJUV h)CJjh)CJUh)CJOJQJ^J2ab ! 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RؠfFNaIR׿'k q%4!"#$&+'()*,/-.031258E679=:;<>D?@ABCFJ^GHIKOLMNPTQRSUYVWXZ][\_c`abdjefghiklmnorstuvwxyz{|}~Root EntryZ F@])  Data FWordDocumentY.&ObjectPool\]) @]) _1192645280!mA. ]) ]) Ole ObjInfoCONTENTS   !"&'()*+,-./0123456789:;<=>?@ABCDEFGHLMNOPQRSTUVWXYZ[\]^_`abcdefgklmnopqrstuvwxyz{|}~VjCD0100ChemDraw 8.00-]  @@' :;<   `  3xx# $$$$2Arialx,, 8 ` g(,, 8 `dd'`U$$0-[f^eE@. 7@R8 7L#G  <#G   I88 !7f4ffV '+78fR0fRwW;f^e#`CH3̌UT )+72sY4QeQ4Q[c#`CH3 "  #  $   %  &   (  * ?(4[?Y>8 +7V(4;efO8 +;(4;ef#`HH;(4[?Y# H22Ry]̌V| ,7WVy_QZy RZ +f^V_#`OHS QRZy2Ry]̌#% CH3OH"FTuP3s!J -N+7NFTuP3s#Pt#@@u .    XY  # ? "VjCD0100ChemDraw 8.02r/q  @@' :;<   `  3_1192645308 !mA. ]) ]) Ole #ObjInfo $CONTENTS%xx# $$$$2Arialx,, 8 ` g(,, 8 `dd'`Y$$92r/q b6@z0 !780 "7:; #<aG $>@zaG %7@s; &7H; -+7f88qJ#`CH3NS .+7ffzOzO b#`CH3B '68 C (8: D ):< CPTEE *<> F +>@ G ,@6 P /:H T 0N< Vhxe:WY| 17Zhx?OY| #+?׉hx?׉#`BrPY| #+?hx?#`BrQ OP?hxe:# Br2Z2sy}[Y| 27[\a yS\ T\ +uB{u{ y#`ClU\j +uB4kua 4k#`ClV STW SU?y2sy}#0  CH2Cl2bu 3    \] 9 b V ZVjCD0100ChemDraw 8.07}  @@' :;<   `  3xx# $$$$2Arialx_1192645318!mA. ]) ]) Ole IObjInfo JCONTENTSK?,, 8 ` g(,, 8 `dd'`T$$hzeY~ 7UhWu?Y~ #+?WhWu?W#`BrY #+?h?#`Br ?zhze# Br22sn} Yr 7V2sr0PYr  QY  +?02s00#`OHR  PQ?n2sn} #% CH3OH77aP4o/7 !76c7 "78}C #7:cP $7<o/P %7>cC &7@ '46 EAA (68 B )8: C *:< D +<> E ,>4 @@k     WX 7   _1192648435!mA. ]) ]) Ole hObjInfoiCONTENTSjVjCD0100ChemDraw 8.0IS  @@' :;<   `  3xx# $$$$2Arialx,, 8 ` g(,, 8 `dd'`$$LISJ|M@J 7N@J 7OU 7Pa 7Qa RU 7SRm +7fii1J|#`CH3T MN U NO V OP W PQ VZXX QR Y RM Z SQ @@U5@  /An atom in this label has an invalid valence.MMPP !      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"7,! #&p $& ++7f):":q,#`CH3p ,+7ffh#`CH3 %  &  '  (  )  *  -  . 3G3        _1192649875!mA. ]) ]) Ole ObjInfoCONTENTS VjCD0100ChemDraw 8.0Fi=U5  @@' :;<   `  3xx# $$$$2Arialx,, 8 ` g(,, 8 `dd'`>$$Fi=n= ,7}= -7"K .7v'T /_iK 07 vd 67 @o 87 @ : <7V! =7 -z >7"fu ?7 1  2  3  4  5   7    9     ;   $ @  % A & B  ' C " ( D"  +?k̴Yv̌*f&ǒ E7?N_2s2f&ǒ + shT5kh s2O#`Mn3 +锏 ȇ ٶ# `O4ȀG  +_0|_X,# `O55]G !+ja_ΝY_5aX,# `O6IR "+V N IVض# `O7f&ǒ #+ sT5k s2s# `K8 $239 %24: &25; '26< (27 s̴?k̴Yv̌# KMnO4,@y@L F3 @H2O, OH-.U5L H&ChemDraw can't interpret this label.cold-vv G    @A  - +VjCD0100ChemDraw 8.07Aj@P:  @@' :;<  _1192649995"!mA. ]) ]) Ole ObjInfo!#CONTENTSC      !"#$%&*+,-./0123456789:;<=>?@ABFGHIJKLMNOPQRSTUVWXYZ[\]^_`defghijklmnopqrstuvwxyz{|}~ `  3xx# $$$$2Arialx,, 8 ` g(,, 8 `dd'`b$$F7Aj@PoCA 7EO 7GOqq 7IA- 7K՝8w) 7M CE N EG O  GI P  IK OQQ  KC R2; G+S?  7c!f̤3UC L+fG ? 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DMSr@c@c@      t r oVjCD0100ChemDraw 8.0Y͓@i  @@' :;<   `  3_1192650207.!mA. ]) ]) Ole CObjInfo-/DCONTENTSExx# $$$$2Arialx,, 8 ` g(,, 8 `dd'`$$Y͓x- 7 7nd  7   !nd  "7J- )7( *7( +7J- ,@ 2+7f&Yx-#`CH3 #  $  %  &  '  (  -  .  /  0  1  3 2s|B̌e\YD 47?|B2s|B̌e\&ChemDraw can't interpret this label.#`1. O3A33Awfe 6&ChemDraw can't interpret this label.2. DMSf> 5       VjCD0100ChemDraw 8.0|S+  @@' :;<   `  3xx# $$$$2Arialx_1192650458,<2!mA. ]) ]) Ole aObjInfo13bCONTENTSc,, 8 ` g(,, 8 `dd'`$$`|Sa@ 7b@ 7c  7d !7e "f #7gR *7@ /7 1 37| 57@ 77h $ab i %bc j &cd k 'de jnll (ef m )fa n +ge  0g  2  4  6  8 2<̎% ,7<2<̎%&ChemDraw can't interpret this label.#`1. O3@3s@wנf' .&ChemDraw can't interpret this label.2. DMS@( -     `  _11926507216!mA. ]) ]) Ole ObjInfo57CONTENTSVjCD0100ChemDraw 8.0ěX  @@' :;<   `  3xx# $$$$2Arialx,, 8 ` g(,, 8 `dd'`$$E8eOD3; '+!788eO#. @H3O+eUm" 7o' 7x@E' 7z 5, 7|5,  9 )7F +U -7@ F /7u mo ~ !mx  "xz  #z|  $|o  *|  ,  .  0 2s 6̌fIY: 1+7?62s 6̌fI## H2O@b3@bw %/An atom in this label has an invalid valence.MCPBA^ &   H@V@@. (      VjCD0100ChemDraw 8.0n @]4"@_1192651280:!mA. ]) ]) Ole ObjInfo9;CONTENTS   @@' :;<   `  3xx# $$$$2Arialx,, 8 ` g(,, 8 `dd'`0$$~@]4"HĠ] 87Ġ] 97Ġ!n$h :7Ġ܈r ;7Ġ܈r <Ġ n$h =7`@ D7 F̜ H#+7 H~H H#`Br) W7 >  ?   @   A   B   C   E  G  I * X) n T3U-̌ J+7)T #`CH3  K M+73)'!3#`CH3̌ O+73P)'P3#`CH3L Q+!73)'# `O L  N  P  R ` S!  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