Dolbier HW Solutions 219

Dolbier HW Solutions 219 - 213 ALKYNES 9.13(b Addition of...

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9.13 ( b ) Addition of hydrogen chloride to vinyl chloride gives the geminal dichloride 1,1- dichloroethane. ( c ) Since 1,1-dichloroethane can be prepared by adding 2 mol of hydrogen chloride to acetylene as shown in the sample solution to part ( a ), f rst convert 1,1-dibromoethane to acetylene by dehydrohalogenation. 9.14 The enol arises by addition of water to the triple bond. The mechanism described in the textbook Figure 9.6 is adapted to the case of 2-butyne hydration as shown: 9.15 Hydration of 1-octyne gives 2-octanone according to the equation that immediately precedes this problem in the text. Prepare 1-octyne as described in the solution to Problem 9.9, and then carry out its hydration in the presence of mercury(II) sulfate and sulfuric acid. Hydration of 4-octyne gives 4-octanone. Prepare 4-octyne as described in the solution to Problem 9.9. 9.16 Each of the carbons that are part of @ CO 2 H groups was once part of a @ C > C @ unit. The two fragments CH 3 (CH 2 ) 4 CO 2 H and HO 2 CCH 2 CH 2 CO
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This note was uploaded on 09/26/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

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