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An Unknown Alkyne Was Subjected to Concentrated KMnO4 and Only

Question 111

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An unknown alkyne was subjected to concentrated KMnO4 and only one product was isolated. The spectral information for 1H NMR of the product is given below.
δ (ppm) = 11.0 (1H, broad s), 2.39 (2H, q), 1.16 (3H, t)
What is the structure of the starting alkyne?

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