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freckles freckles
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2 years ago

Question 1.

Which of the reactions shown effectively produces 4,4-dimethyl-2-pentyne?




▸ I, III, and IV

▸ I, II, and IV

▸ I, II, and III

▸ I, II, III, and IV

▸ II, III, and IV

Question 2.

Select an appropriate synthetic route to yield the given diol starting with 1,1,3,3-tetramethyl-2-ethylcyclohexane.




▸ 1. Br2, hv; 2. KOtBu; 3. HBr, ROOR; 4. KOtBu; 5. Br2; 6. xs NaNH2; 7. CH3Br; 8. H2, Lindlar’s catalyst; 9. OsO4, NMO; 10. NaHSO3, H2O

▸ 1. Br2, hv; 2. HBr, ROOR; 3. KOtBu; 4. Br2; 6. xs NaNH2; 7. CH3Br; 8. H2, Lindlar’s catalyst; 9. NaHSO3, H2O

▸ 1. Br2, hv; 2. KOtBu; 3. HBr, ROOR; 4. KOtBu; 5. Br2; 6. xs NaNH2; 7. CH3Br; 8. H2, Lindlar’s catalyst; 9. RCO3H; 10. H3O+

▸ 1. Br2, hv; 2. HBr; 3. KOtBu; 4. Br2; 6. xs NaNH2; 7. CH3Br; 8. H2, Lindlar’s catalyst; 9. OsO4, NMO; 10. NaHSO3, H2O

▸ 1. Br2, hv 2. HBr, ROOR; 3. KOtBu; 4. Br2; 6. xs NaNH2; 7. CH3Cl; 8. H2, Pd; 9. OsO4, NMO; 10. H3O+
Textbook 
Organic Chemistry

Organic Chemistry


Edition: 4th
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damien03damien03
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