Solutions_Manual_for_Organic_Chemistry_6th_Ed 32

Solutions_Manual_for_Organic_Chemistry_6th_Ed 32 - 1 -45...

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Unformatted text preview: 1 -45 The newly formed bond is shown in bold. .. ('. .. CH 3 - � - CH3 + (a) CH 3 - .O:� CH 3-CI.. : . . electrophile nucleophile Lewis acid Lewis base (b) CH3 - O - CH 3 + H - O - H +1 ) •• H 3 c �ucleoPhile Lewis base e I ectrophIO Ie Lewis acid (c) CH 3 - ? - CH3 + ..:CI : H +� - H CH3 + c�: H - C-H :N - H '----/ 1 H electrophile nucleophile Lewis acid Lewis base + � :0: 1 .. - H-C-H 1 H - N+- H 1 H H 1 -N CH 3 + - CH2CH3 1 H " + nucleophile Lewis base ·0· electrophile Lewis acid :0: - ..:CI : (e) CH 3-C - CH 3 + H -O-S-OH �. " . . nucleophile : 0: Lewis base e lectrophile Lewis acid � ' ,, ' � .. --t� :O - H :0: " " C H3 -C-CH 3 + :.O-S-OH . " .. :0: + (g) CI 1+ :Cl - Al - Cl 1 nucleophile electrophile Cl Lewis base Lewis acid This may also be written in two steps: association of the CI with AI, and a second step where the C-Cl bond breaks. .. : 0: I .. C H 3 - C - CH2 + : O - H .. CH 3 - C == CH 2 + H - O - H •• � '-- I �J nucleophile H Lewis base electrophile Lewis acid : R� - ---t� 22 ...
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