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Home Q & A Board Science-Related Homework Help Chemistry Organic Chemistry
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lotusflwr lotusflwr
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2 years ago
Select an appropriate synthetic route of the diol shown 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, Pd; 9. RCO3H; 10. H3O+

▸ 1. Br2, hv; 2. KOtBu; 3. HBr, ROOR; 4. KOtBu; 5. Br2; 6. 1 equiv. NaNH2; 7. CH3Br; 8. H2, Lindlar’s catalyst; 9. OsO4; 10. H3O+

▸ 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. 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. KOtBu; 3. HBr, ROOR; 4. KOtBu; 5. Br2; 6. xs NaNH2; 7. CH3Br; 8. H2, Pt; 9. OsO4, NMO; 10. NaHSO3, H2O
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Organic Chemistry

Organic Chemistry


Edition: 4th
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strawberry8971strawberry8971
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lotusflwr Author
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2 years ago
Good timing, thanks!
DragonHeart
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Yesterday
Helped a lot
Tabitha.davis
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2 hours ago
Brilliant ツ
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