Elimination Reactions And Alkene Synthesis - Organic Chemistry Worksheet With Answers Page 8

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14) Weak nucleophile (ethanol, the solvent) and bulky substrate favor Sn1 as shown below. Can
you tell which is the rate-determining step? Can you tell what type of reaction is involved in the
last step?
CH
CH
OH
+
3
2
Cl
1)
D
Cl
+
HOCH
CH
2)
2
3
O
H
3)
+
+
CH
CH
OH
HOCH
CH
3
2
2
2
3
O
O
H
ether
15) E
16) E1 and E2
17) B
18) D
19) The reacton is E2. See question 12 for a similar case.
H
C
CH
H
C
CH
3
3
3
3
NaOH
Br
20) A
21) A
22)
CH
CH
3
2
+
23)
CH
CH
3
2
+

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