Solutions_Manual_for_Organic_Chemistry_6th_Ed 126

Solutions_Manual_for_Organic_Chemistry_6th_Ed 126 - THÒs...

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6-46 For SN2, reactions should be designed sUcH tHat tHe nucleopHile attacks the least highLy sUb±tItUtED aLKyL Halide. ("X² stands for a Halide: CL³ BR³ or I.) (a) ´bµ (¶) (d) (Eµ (f (g) 6-47 (a· Q C¸¹X + ºO- - ± q C¸¹0» 0 SC¼½C¸¾ C ¸O¿ 0 ± ² . - ± ÀÁ X À  x 0 some U À» ² C¸¹X + ÃÄ3 eÅcess ¸CÆÇC (1) C¸3 cf \ ³ - ± ´ / C¸ È 0 _ ; É Ê¸¹C¸3 C¸3 (2) - C¸3 \ I C¸ËX + C¸¹C¸3 / U C¸3 aLso prodUceD ³ C̹ͻ¹ ̹C = C¸C¼¹CÍ C¸3 µ C¼ÎÀÏCº C¼ / t ¹ 3 C¼3 this bond formed C¼3 µ . C¸ÐOÑC¸ C¸ CÌ3
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Unformatted text preview: THÒs bond ÓoÔed SyntHesis ( 1 ) woUld give a better yield of tHe desired etHeÕ prodUcTÖ ± ²³ Uses S × 2 attack of A ØÙÚ\EÛPHÜÝÞ ßn a ´ ° carbon³ while ±2µ requires àttack on a more hindered 2° ¶aáboâã äeactÒon (2³ would giVe a lower YåæçD oè sUbstitutioné with more eêiminationë ìb· CíîïOð ñO S × 2 Oî í 3° òíäBOÍ! C¸ bumps into H befOre IT cAN FNd C C̹ I 3 ' i i C¸3óCóCL + ôOC¸3 õ C»3óC ± I ò C 6-4± ìbö continued on neÅt page 119 e÷øMønatøon ¶E2) ¶ompetes...
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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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