Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Secondary alcohols are often dehydrated in an E2 reaction to give an alkene. Elimination follows Zaitsev's rule to give the more substituted alkene as the major product. Since the reaction occurs via an E2 mechanism, there is no risk of rearrangement of the carbon skeleton as could possibly occur if the elimination occurred via an E1 mechanism with a carbocation intermediate.

Draw curved arrows to show the movement of electrons in this step of the mechanism.

CH3
POCl3
pyridine
CH2 OH
H20
CH3
H3C
CH3
Secondary alcohols are often dehydrated in an E2 reaction to give an alkene. Elimination follows Zaitsev's rule to give the more substituted alkene as the major
product. Since the reaction occurs via an E2 mechanism, there is no risk of rearrangement of the carbon skeleton as could possibly occur if the elimination occurred
via an E1 mechanism with a carbocation intermediate
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
Il
CI
CH3 HO
+CI
Cl
H3C
CH3
Нас
CH3
Cl
Retry Entire Group
8 more group attempts remaining
Submit Answer
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Transcribed Image Text:CH3 POCl3 pyridine CH2 OH H20 CH3 H3C CH3 Secondary alcohols are often dehydrated in an E2 reaction to give an alkene. Elimination follows Zaitsev's rule to give the more substituted alkene as the major product. Since the reaction occurs via an E2 mechanism, there is no risk of rearrangement of the carbon skeleton as could possibly occur if the elimination occurred via an E1 mechanism with a carbocation intermediate Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Il CI CH3 HO +CI Cl H3C CH3 Нас CH3 Cl Retry Entire Group 8 more group attempts remaining Submit Answer
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