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theferpectstudent theferpectstudent
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Question 1.

What product would you expect if you treated the reactant below with two equivalents of NaNH2?




▸ A terminal alkyne on the side chain.

▸ An internal alkyne on the side chain

▸ An alkyne within the ring

▸ An alkene on the side chain with inversion of configuration

▸ An alkene within the ring

Question 2.

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




▸ 1.  CH3C≡CH, NaNH2; 2. CH3CH2Br; 3. Disisamylborane; 4. H2O2, NaOH

▸ 1.  (CH3)2CHCH2Br, NaNH2; 2. HC≡CH; 3. 9-BBN; 4. H2O2, NaOH; 5. Br2, CCl4

▸ 1.  HC≡CH, NaNH2; 2. CH3CH2CH2Br; 3. Aqueous H2SO4, HgSO4; 4. Br2, CCl4; 5. NaNH2; 6. H2O

▸ 1.  CH3CH2Br, NaNH2; 2. CH3C≡CH; 3. O3; 4.  H2O
Textbook 
Organic Chemistry

Organic Chemistry


Edition: 4th
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Moh1995abdelMoh1995abdel
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