Which sequence of reactions is expected to produce the product below as the final, and major, organic product? I 1. HC≡CH, NaNH₂; 2. (CH₃) ₂CHCH₂Br 3. Aqueous H₂SO₄, HgSO₄ II 1. CH₃C≡CH, NaNH₂; 2. (CH₃) ₂CHBr; 3. Disisamylborane; 4. H₂O₂, NaOH
III 1. (CH₃) ₂CHBr, NaNH₂; 2. CH₃C≡CH; 3. O₃; 4. H₂O
IV 1. CH₃C≡CH, NaNH₂: 2. (CH₃) ₂CHCH₂Br; 3. BH₃●THF; 4. H₂O₂, NaOH
V 1) (CH₃) ₂CHCH₂Br, NaNH₂; 2. HC≡CH; 3. 9-BBN; 4. H₂O₂, NaOH

Question

Which sequence of reactions is expected to produce the product below as the final, and major, organic product?

I 1. HC≡CH, NaNH₂; 2. (CH₃) ₂CHCH₂Br 3. Aqueous H₂SO₄, HgSO₄ II 1. CH₃C≡CH, NaNH₂; 2. (CH₃) ₂CHBr; 3. Disisamylborane; 4. H₂O₂, NaOH
III 1. (CH₃) ₂CHBr, NaNH₂; 2. CH₃C≡CH; 3. O₃; 4. H₂O
IV 1. CH₃C≡CH, NaNH₂: 2. (CH₃) ₂CHCH₂Br; 3. BH₃●THF; 4. H₂O₂, NaOH
V 1) (CH₃) ₂CHCH₂Br, NaNH₂; 2. HC≡CH; 3. 9-BBN; 4. H₂O₂, NaOH

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The Answer of Which sequence of reactions is expected to produce the product below as the final, and major, organic product? I 1. HC≡CH, NaNH₂; 2. (CH₃)₂CHCH₂Br 3. Aqueous H₂SO₄, HgSO₄ II 1. CH₃C≡CH, NaNH₂; 2. (CH₃)₂CHBr; 3. Disisamylborane; 4. H₂O₂, NaOH III 1. (CH₃)₂CHBr, NaNH₂; 2. CH₃C≡CH; 3. O₃; 4. H₂O IV 1. CH₃C≡CH, NaNH₂: 2. (CH₃)₂CHCH₂Br; 3. BH₃●THF; 4. H₂O₂, NaOH V 1) (CH₃)₂CHCH₂Br, NaNH₂; 2. HC≡CH; 3. 9-BBN; 4. H₂O₂, NaOH A) I B) II C) III D) IV E) V

Which Sequence of Reactions Is Expected to Produce the Product