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Solutions_Manual_for_Organic_Chemistry_6th_Ed 309

Solutions_Manual_for_Organic_Chemistry_6th_Ed 309 - 14-10 c...

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1 4- 1 0 continued (b) (1) (2) (c) (1) (2) (d) (1) (2) (e) (1) o Hg(OAch .. Alkoxymercuration is not practical here; the product does not have Markovnikov orientation. (y o H CH31 Na -- .. 6 Hg(OAch NaBH4 .. .. CH30H Hg(OAch NaBH4 ------� .. .. y OH (y OCH 1 O CH 1 (2) Williamson ether synthesis would give a poor yield of product as the halide is on a 2° carbon. O H Na K� -- (f) (1) ==< Hg(OAch NaBH4 ( }- o + .. .. o- OH (2) Williamson ether synthesis is not feasible here.
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