UNIT+6+-+Alkenes+Alkynes-06-HW+12

UNIT+6+-+Alkenes+Alkynes-06-HW+12 - a. 1-hexyne b. 2-hexyne...

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SC5POC – O’Malley Name __________________ (HW 12) 1. Determine the product. 2. What is the starting material. 3. Determine the best synthesis. 4. Is the proposed synthesis of cyclohexanone below likely to work? If not, why not? 5. Predict the product. 6. Predict the product. 7. Determine the product. 8. Which of the following ketones cannot be made by the acid-catalyzed hydration of an alkyne? 9. What is the product? 10. Rank in order of increasing basicity? 11. What is the major product of the following reaction? 12. Which is the best base to quantitatively remove a proton from acetylene? a. NaNH 2 b. NH 3 c. NaOH d. NaOEt 13. Which of the following alkynes gives a single ketone in the acid catalyzed hydration of each? a. 2-decyne b. 3-decyne
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c. 4-decyne d. 5-decyne 14. Which of the following compounds can be an enol tautomer of A? 15. The product (d) is most likely… 16. An alkyne, C 6 H 10 gave two ketones in approximately equal amounts. Which of the following alkynes would be expected to give these results?
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Unformatted text preview: a. 1-hexyne b. 2-hexyne c. 3-hexyne d. 3,3-dimethyl-1-butyne 17. Determine the reagent: 18. Which reaction sequence below would work best? 19. Which sequence of reactions works best in synthesizing cis-3-nonene? a. (1) 1-butyne, NaNH 2 (2) 1-bromopentane (3) Na, NH 3 b. (1) 1-butyne, NaNH 2 (2) 1-bromopentane (3) H 2 , Lindlar c. (1) 1-pentyne, NaNH 2 (2) 1-bromobutane (3) H 2 O, H 2 SO 4 , HgSO 4 d. (1) 1-pentyne, NaNH 2 (2) 1-bromobutane (3) 2 equiv HCl (4) NaNH 2 20. Predict the product. 21. Predict the product of the following reaction: 22. Select the best sequence for the following synthesis: 23. Predict the product of the following reaction: 24. It is believed that the trans alkenyl radical , shown below, is an intermediate in the sodium metal reduction of an alkyne. Based on this information, the unpaired electron would be located in which of the following orbitals: 25. Predict the product of the following reaction:...
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This note was uploaded on 10/23/2010 for the course CHEM 261 taught by Professor Salame during the Spring '08 term at CUNY City.

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UNIT+6+-+Alkenes+Alkynes-06-HW+12 - a. 1-hexyne b. 2-hexyne...

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