Dolbier HW Solutions 234

Dolbier HW Solutions 234 - 228 ALKYNES B-6. Which of the...

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B-6. Which of the following produces a signi f cant amount of acetylide ion on reaction with acetylene? ( a ) Conjugate base of CH 3 OH (p K a 16) ( b ) Conjugate base of H 2 (p K a 35) ( c ) Conjugate base of H 2 O (p K a 16) ( d ) Both ( a ) and ( c ). B-7. Which of the following is the product of the reaction of 1-hexyne with 1 mol of Br 2 ? B-8. Choose the sequence of steps that describes the best synthesis of 1-butene from ethanol. ( a ) (1) NaC > CH; ( c ) (1) HBr, heat; (2) NaC > CH; (2) H 2 , Lindlar Pd (3) H 2 , Lindlar Pd ( b ) (1) NaC > CH; ( d ) (1) HBr, heat; (2) KOC(CH 3 ) 3 , DMSO; (2) Na, NH 3 (3) NaC > CH; (4) H 2 , Lindlar Pd B-9. What is (are) the major product(s) of the following reaction? ( c ) B-10. Which would be the best sequence of reactions to use to prepare cis -3-nonene from 1-butyne? ( a ) (1) NaNH 2 in NH 3 ; (2) 1-bromopentane; (3) H
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