The Williamson ether synthesis involves treatment of a haloalkane with a metal alkoxide. Which of the following reactions will proceed to give the indicated ether in highest yield? Reaction pair #1: [(a) CH3 CH3 (a) CI CH;ĊO'K* OCCH3 KCI CH3 CH3 CH3 CH;CI CH, (b) -O'K* OČCH3 KCI ČH3 Reaction pair #2:[(b) (a) -CH2O*K* (CH3)½CHCI CH2-OCH(CH3)2 KCI (b) -CH2CI (CH3)½CHOʻK* -CH2-OCH(CH3)2 KCI

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The Williamson ether synthesis involves treatment of a haloalkane with a metal alkoxide. Which of the following reactions will proceed to give the indicated
ether in highest yield?
Reaction pair #1: [(a)
CH3
CH3
CH3CO'K*
-OČCH3
1.
(a)
-CI
KCI
CH3
ČH3
CH3
CH3
CH3
(b)
OK*
CH;CI
-OČCH3
KCI
+
ČH3
ČH3
Reaction pair #2: (b)
(a)
-CH2O'K*
(CH3)2CHCI
CH2-OCH(CH3)2
KCI
(b)
CH2CI
(CH3)2CHOʻK*
CH2-OCH(CH3)2
KCI
+
Transcribed Image Text:The Williamson ether synthesis involves treatment of a haloalkane with a metal alkoxide. Which of the following reactions will proceed to give the indicated ether in highest yield? Reaction pair #1: [(a) CH3 CH3 CH3CO'K* -OČCH3 1. (a) -CI KCI CH3 ČH3 CH3 CH3 CH3 (b) OK* CH;CI -OČCH3 KCI + ČH3 ČH3 Reaction pair #2: (b) (a) -CH2O'K* (CH3)2CHCI CH2-OCH(CH3)2 KCI (b) CH2CI (CH3)2CHOʻK* CH2-OCH(CH3)2 KCI +
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