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Which Sequence of Reagents Would Be Expected to Accomplish the Transformation

question 92

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Which sequence of reagents would be expected to accomplish the transformation of 1-butyne shown below? Which sequence of reagents would be expected to accomplish the transformation of 1-butyne shown below?   A)  1)  H<sub>2</sub>O/H<sub>2</sub>SO<sub>4</sub>, HgSO<sub>4</sub> cat.; 2)  H<sub>2</sub>, Pt B)  1)  HBr; 2)  H<sub>2</sub>, Pt; 3)  NaOH C)  1)  H<sub>2</sub>, Lindlar catalyst; 2)  BH<sub>3</sub>•THF; 3)  H<sub>2</sub>O<sub>2</sub>, NaOH D)  1)  HBr, peroxides; 2)  NaOH; 3)  H<sub>2</sub>, Pt E)  1)  O<sub>3</sub> 2)  H<sub>2</sub>O


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