How many 1H NMR signals you would expect for the product of eucalyptus oil reacted with...
How many 1H NMR signals you would expect for the product of eucalyptus oil reacted with maleic anhydride? Draw a structure of the product and clearly indicate each set of equivalent protons and their expected multiplicity (singlet, doublet, etc).
Homework Answers
Maleic anhydride reacts with alpha- phelandrene, an component of eucalyptus oil via [4+2] cycloaddition reaction (Diels Alder reaction). The product of the reaction is shown below:
The product contains 11 non- equivalent Hs. Hence in 1H NMR, there will be 11 signals. The non- equivalent Hs are shown below ( indicated by a,b,....)
6 Ha (doublet)
3 Hb (singlet)
1 Hc (septet)
1 Hd (doublet of doublet)
1 Hk ( doublet)
He, Hf, Hg, Hi, Hj ( doublet of doublet)
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