Solutions_Manual_for_Organic_Chemistry_6th_Ed 431

Solutions_Manual_for_Organic_Chemistry_6th_Ed 431 - 1 8(a)...

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Unformatted text preview: 1 8(a) 56 6 (e) N-N-Ph (b) ( t) 0) CH] 6H (i) 0 0 II o1 8-57 The newfrom thteoprotic solcomes. from the or xygen comes bond carbon vent (a) NaBD4 OD (b) NaBD4 OD (c) NaB NaBH4 CH3 - C - CH2CH3 0 " c5 .. .. .. 6 PoH H 2O CH] (c) NOH 6 ion (g) no react (d) (k) Na+ -(j ON (I) (h) H HO NaBD4, OH I .. CH3 - C - CH2CH3 shown in bold below. The new bond 0 er 0 1\ .;; C / H COOH to D I I CH3 - C - CH2CH3 0 " D 20 1t8-58 to e hydri is a he ss hin the si the cal cul at eAlopposi t erlymethyl H iThiprefersWhitlapproachdefromgotsmalllethgroup,dereddactasduealthofchemimol,especiee, sthsupplh,sti eythinegsiiitsd,omer4-, ittsheefaihmajorlarge,. so . as product s forces he oxygen to to e same si e e methyl producing O � fd � Qro hfleacedered AHI· iss n maj product CH3 - C - CH2CH3 .. H4 .. CH3 - C - CH2CH3 D I I I D 20 CH3 - C - CH2CH3 H H H / "/ c is H C H �H "- I H· H _-, .. � H3C 0 H H+ ---. H H CIS CH3 426 ...
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