an acid (I) was found to have a neutralization equivalent of 151. Tretment in cold with acetyl choloride converted it to a new acid (II) with Neutralization equivalent of 193. Gentle oxidation of (I) with cold potassium permanganate solution transformed it to an acid (III) having a Neutralization equivalent of 149. compound (III) yelid a derivative with phenylhydrazine. Vigorous oxidation of (I), (II), or (III) yielded an acide (IV) having Neutralization equivalent of 122
The NMR spectrum of compound (I) showed 5.22, 1H, s;
6.93-7.88, 7H, m. The IR of compound (I) showed strong band at 1706 cm-1 and broad band at 3333-2400 cm-1
Find compounds I, II, III and IV
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