Citronellol DEPT spectrum

EIGURE 9.12 Stacked full-edited DEPT spectrum of citronellol (125 MHz). 

You should inspect the values assigned to citronellol in the answers to Problem 3, along with the spectral data in Problem 4 for geraniol. The stacked full-edited DEPT on page 555 shows three methyl groups, three methylene groups, and two methine groups. C3 and C7 do not show in this spectrum. 

The most interesting feature of the spectrum of citronellol appears at 25 ppm. When we look carefully at the DEPT-135 spectrum, we see that this peak is actually two signals, appearing by coincidence at the same chemical shift value. The DEPT-135 spectrum shows clearly that one of the peaks is positive (corresponding to the methyl carbon at C9) and the other is negative (corresponding to the methylene carbon at C5). 

The following HETCOR spectram is for citronellol. Use the structural formula on p. 607, as well as the DEPT-135 spectrum (Eig. 10.12) and the COSY spectrum (Eig. 10.15), to provide a complete assignment of all carbons and hydrogens in the molecule, especially the assignment of the carbon resonances at C2 and C4. 

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