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: CH3 CH3 CH;COK* CH3 (a) CI -OĊCH3 KCI + ĊH3 CH3 CH3 (b) -O'K* CH3CI OČCH3 KCI CH3 ČH3 Visited Reaction pair #2: CH3 CH3 (a) CH3CH2ČHO*K* CH;CH2CI CH3CH2CHOCH2CH3 KCI CH3 CH3 CH3CH2CHCI CH;CH2O'K* CH;CH2CHOCH,CH3 (b) KCI

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Chapter1: Chemical Foundations
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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:
CH3
CH3
(a)
CI
CH;ĊOʻK*
-OČCH3
KCI
+
CH3
ČH3
CH3
CH3
OČCH3
KCI
CH3CI
CH3
(b)
-OK*
+
ČH3
Visited
Reaction pair #2:
CH3
CH3
CH;CH2CHOK*
CH3CH2CI
CH3CH2CHOCH2CH3
KCI
+
(a)
+
CH3
CH3
(b)
CH3CH2CHCI
CH;CH2OK*
CH3CH2CHOCH2CH3
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: CH3 CH3 (a) CI CH;ĊOʻK* -OČCH3 KCI + CH3 ČH3 CH3 CH3 OČCH3 KCI CH3CI CH3 (b) -OK* + ČH3 Visited Reaction pair #2: CH3 CH3 CH;CH2CHOK* CH3CH2CI CH3CH2CHOCH2CH3 KCI + (a) + CH3 CH3 (b) CH3CH2CHCI CH;CH2OK* CH3CH2CHOCH2CH3 KCI
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