Organic Chemistry Exercises: Chapter 9 - Alkynes and Alkynes Reactions, Exercises of Organic Chemistry

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KEY Chapter 9- HW

1. Give IUPAC names: 3 - methylhept- 4 - yn- 3 - ol (E)- 3 - methylhept- 2 - en- 4 - yne
2. Complete with appropriate reagents: A. B. C. D. E.

G.

F.

H.

A. Br 2 (1 eq.) B. 1. Br 2 (1 eq.) 2. NaNH 2 (xs) 3. H+ C. 1. Br 2 (1 eq.) 2. NaNH 2 (xs) 3. H+^ 4. HBr D. 1. Br 2 (1 eq.) 2. NaNH 2 (xs) 3. H+^ 4. HBr 5. KOH (xs) E. 1. Br 2 (1 eq.) 2. NaNH 2 (xs) 3. Pentanal 4. H+ F. 1. Br 2 (1 eq.) 2. NaNH 2 (xs) 3. H+^ 4. HgSO 4 , H 2 SO 4 , H 2 O G. 1. Br 2 (1 eq.) 2. NaNH 2 (xs) 3. H+^ 4. HBSia 2 5. H 2 O 2 , NaOH H. 1. Br 2 (1 eq.) 2. NaNH 2 (xs) 3. H+^ 4. O 3 5. H 2 O

1. NaNH 2 (1 eq.) + C 2 H 2
2. Ph-CH 2 Br
3. NaNH 2 (1 eq.)

5. H+

6. H 2 SO 4 , heat
7. mCPBA