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Chemistry, 28.11.2019 00:31 Ree0628

Oxidation of citronellol, a constituent of rose and geranium oils, with pcc in the presence of added naococh3 forms compound a. a has a molecular ion in its mass spectrum at 154 and a strong peak in its ir spectrum at 1730 cm−1, in addition to c―h stretching absorptions. without added naococh3, oxidation of citronellol with pcc yields isopulegone, which is then converted to b with aqueous base. b has a molecular ion at 152, and a peak in its ir spectrum at 1680 cm−1 in addition to c―h stretching absorptions. draw the structures of a and b.

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