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Solutions_Manual_for_Organic_Chemistry_6th_Ed 395

Solutions_Manual_for_Organic_Chemistry_6th_Ed 395 - 1 7-50...

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17-50 < } CH2CH2COOH starting material molecular weight 150 product molecular weight 132 = loss of 18 = loss of H20 IR spectrum: The dominant peak is the carbonyl at 1710 cm- I . No COOH stretch. NMR spectrum: The splitting is complicated but the integration is helpful. In the region of 8 2.6-3.2, there are two signals each with integration value of 2H; these must be the two adjacent methylenes, CH2CH2 . The aromatic region from 8 7.3-7.8 has integration of 4H, so the ring must be
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