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352 spr09 exam4% - Chem3 52,S pring0 9 ExamlA 100p ts 1 57 a N amee ach olecule m N ame(cH3)3ccH2cHo 7 3'3,3^ ^ q$^1I L t^fu^.tt b Draw the product

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7 3 Chem 352, Spring 09 ExamlA 100 pts Name 1. (57) a. Name each molecule. (cH3)3ccH2cHo b. Draw the product of each reaction. l. NaBH4 -.> 2. H2O '3,3^/, ^q$^1 I Lt^fu^.tt o --A \-L-- S^-4+q,l-"-^41^/ 1il,*-sa--+4ata o --\ (-I-- \ $ o BuLi curcHr8cH3 A --> B _-> $m:,7 B: ogl-.9.f, c- o*.C* OH Lt Y Y NaCN (CH3)3CCI{2CHO -* HCN o (.\)=.*ii (cH3)3ccH2cHo c. Draw the products A, B, and C formed in the reaction sequence. c.t\. fl. . ph3p I fCH2Ct -+ A_ flnoelg d. Give a common name for the ketone reactifused in part c of this question. (CH3)2CHNH2 -..+ mild acid jJ L '1- oll I C CH3CH2OH (excess) -.+ H* ?qr CI+IA L",ra l'L g,p. j eatk j L,'\R+I\I .\l h/.*- t/3
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$ 5 ( e. Draw the step-by-step mechanism for the reaction. ?ti o tl HOCH2CH2CH2C-H .lJ . ot{ Hzo H* 3 q rq=9.' -> c x'l cl j 5 HrO .-.--+ NaOH v O-\- + Ho^ o o (cH3cr{t2NH --+ -V\^,,^. tl9. qar-.rr-tir -> !=_> f. To which.family of compounds does the product of the reaction in part e belong? 1..-.-i
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This note was uploaded on 01/09/2011 for the course CHEM 352 taught by Professor John during the Spring '10 term at Arkansas State.

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352 spr09 exam4% - Chem3 52,S pring0 9 ExamlA 100p ts 1 57 a N amee ach olecule m N ame(cH3)3ccH2cHo 7 3'3,3^ ^ q$^1I L t^fu^.tt b Draw the product

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