Heating the 4-Methylbenzenesulfonate Ester of the Isomer Shown Below in 2,2,2-Trifluoroethanol

question 30

Multiple Choice

Heating the 4-methylbenzenesulfonate ester of the isomer shown below in 2,2,2-trifluoroethanol (a highly ionizing solvent of low nucleophilicity) leads two products with the molecular formula C₁₀H₁₈.The major product displays 9 different signals in its ¹³C NMR spectrum.Two of them occur at relatively low field,about  = 120 and 145 ppm,respectively.The ¹H NMR spectrum exhibits a multiplet near  = 5 ppm (1 H) ; all other signals are upfield of  = 3 ppm.Identify the compound.

• A)

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