Solutions_Manual_for_Organic_Chemistry_6th_Ed 379

Solutions_Manual_for_Organic_Chemistry_6th_Ed 379 - 1 7- 1...

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Unformatted text preview: 1 7- 1 7 continued C H3 - Cl - AlCI3 + • • v· O CH3 para I somer also formed b y s imi l ar mechanism (c ) CH3 : ci : � A ICl3 I CH 3 - C - CHCH 3 • I C H3 B + C1I3 I l: a ��:] ..... ..-..., � ..;.. H 5�H A lCI 4- 3 --l ..--� ..... · O .. : OCH3 I +c C H3 H .. 1 • 5 .. I CH] H � I� CH 3 - C - CHCH 3 I + 2° CH C H3 methyl 3 ° C H3 + I s hift ---l.� C H3 - C - CHCH3 I C H3 C H3 + I C H3 - C - CHCH3 I C H3 \ �� �I 1 7- 1 8 (aJ CH(CH3h _ / :CI : C H3 O n l y a small amount of the ortho isomer might be produced as steric i nteractions will discourage thi s approach path of the electrophi le. CH3 ( b) ex : C H3 - � - OH I + HF -- C H3 + B F3 � CH3 Ct o o H H C. +H 373 CH3 -c I CH C H3 u If - � ...
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This note was uploaded on 02/27/2010 for the course CHEM 140 taught by Professor Wade during the Spring '10 term at Whitman.

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