JEE Advanced levelSingle correct optionDifficulty 3 of 3si093
An alkene CX6HX12 gives only propanone on ozonolysis followed by Zn/HX2O. The number of signals in the 13C NMR spectrum of this alkene is
A1
B2
C3
D4
Answer: B
Only propanone, (CHX3)X2C=O, is formed, so the alkene is (CHX3)X2C=C(CHX3)X2 (2,3-dimethylbut-2-ene). The four methyl carbons are equivalent and the two sp2 carbons are equivalent, giving 2 signals.