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JEE Advanced levelNumerical answerDifficulty 3 of 3o4035

2-Bromobutane reacts with in ethanol by E2 to give only but-2-ene (cis + trans together) and but-1-ene. Treat each hydrogen separately: every H on C-3 leads to but-2-ene and is 4.0 times as reactive as every H on C-1, which leads to but-1-ene. Now the deuterated substrate is used; each D on C-3 is removed 6.0 times more slowly than the corresponding H () and all other factors are unchanged. What is the percentage of but-2-ene in the alkene product from the deuterated substrate? Give the answer to the nearest integer.

Numerical answer type, tolerance 0.5.

Answer: 31

Relative rate to but-2-ene = 2 D 4.0 / 6.0 = 1.333; to but-1-ene = 3 H 1.0 = 3.000. Fraction of but-2-ene = 1.333/(1.333 + 3.000) = 0.3077, i.e. about 31%. (The undeuterated compound would give 8/11 = 73%.)
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