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 soLuton by addng acd. + 1764 a -- . = o 0 plus 3 resonance FO with positiVe charge on the benzene ng plus Resonance FON with positiVe charge on tHe rIng and on tHe oxygen (- O plus resonance fO on both benzene rings the oxYgen of the phenol an the oxygen in the ring 396 plus resonance fO with positVe charge on the ring and on the oxygen...
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