Solutions_Manual_for_Organic_Chemistry_6th_Ed 402

Solutions_Manual_for_Organic_Chemistry_6th_Ed 402 - can be...

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17 -63 continued ( c) To mInimIze fONation of ±CDD during synthesis: 1) keep the Solutions dilute; 2) avoid high temperature² 3) repLace chloroacetate with a more reactiVe molecule like bromoacetate or iodoacetate; 4³ add an excess of tHe haloacetate. ´o sepaRate ´µ¶¶ fRom ·,4¸5¹´ at the end of tHe syºthes»s, take adVantage of tHe acidic properties of 2,4,5- ´. ´he ·¸4,5¹´ W»l¼ d»sso¼Ve in an aqueoUs so¼ution of A Weak base Like ½a¾C0¿. ±he TCDD w»ll REMÀ»º »nsoLuble and can be fiLtered or extracted iºto an oRganic so¼Vent Like etheR oR dichLoRomethaneÁ ´Âe ÃÄÅ,ƹ´
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Unformatted text preview: can be precipitated from aqueous soLutÇon by add»ng ac»d. + 17¹64 ÈÉÈ ÈÉÊ a³ ¾ ± É --± . = ± o 0 ˾ Ì˾ plus 3 resonance FOÍÎ with positiVe charge on the benzene Ïng plus Resonance FONÎ with positiVe charge on tHe rIng and on tHe oxygen ¢ (²-±² ÉÈ ÐË ÉÐ O plus resonance fOÍÎ on both benzene rings¸ the oxYgen of the phenol¸ anÑ the oxygen in the ring 396 plus resonance fOÒÎ with positÓVe charge on the ring and on the oxygen...
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