From the Molecular Formula (a) Calculate the number of “degrees of unsaturation.?

From the Molecular Formula (a) Calculate the number of “degrees of unsaturation.?



(b) Indicate possible structural features which could account for this number of degrees 
of unsaturation 
2. From the IR (Infra-Red) Spectrum 
(a) Which structural features from your list suggested by degrees of unsaturation above does 
the IR support. 
Indicate which peak(s) support which features, e.g. a C=O is suggested by the peak 
at 1750cm-1 

(b) What other structural features does the IR suggest? 
Indicate which peak(s) support which features. 
3. From the NMR. 
(a) Construct a table like the one we used in class to analyze NMR spectra 
(include: chemical shift (δ), splitting, peak area, #H’s and Conclusions) 
(b) Fill out the table with all the NMR data. 
(c) Under conclusions indicate what each NMR peak’s: (1) Chemical Shift, (2) Peak Area and 
(3) Splitting tell you about that peak and what you think the peak is, e.g. a CH3, CH2, 
Disubstituted Benzene. 
4. Putting it all together 
(a) Does the NMR data contradict the IR? If so change one or the other conclusion. Explain any 
such change. 
(b) Check, do the accounting, i.e. be sure you have all the structural features, proper number of 
atoms of each element and the right degree of unsaturation indicated by the molecular formula.





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