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Chapter 6: 6-35 a (page 181)

Follow the flow of electrons indicated by the curved arrows in each of the following polar reactions, and predict the products that result:

Short Answer

Expert verified

(a)

Curved arrow representation

Step by step solution

01

Attack of hydroxide ion

The hydroxide ion attacks the hydrogen of the alcohol. This results in deprotonation to form water and an alkoxide. Next, the bonding pair of electrons flow down to the oxygen that had its hydrogen removed.

02

Formation of carbon-carbon double bond

These bonding pairs of electrons form a carbon-oxygen double bond. This new bond forces the methoxy group to leave as methoxide. The leaving group is negatively charged because wherever the arrow stops is where the charge ends up. Thus, the curved arrow representation is as shown:

Curved arrow representation

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Most popular questions from this chapter

2-Chloro-2-methylpropane reacts with water in three steps to yield 2-methyl-2-propanol. The first step is slower than the second, which in turn is much slower than the third. The reaction takes place slowly at room temperature, and the equilibrium constant is approximately 1.

  1. Give approximate values for螖骋卤 and 螖骋othat are consistent with the above information.
  2. Draw an energy diagram for the reaction, labeling all points of interest and making sure that the relative energy levels on the diagram are consistent with the information given.

Identify the following reactions as additions, eliminations, substitutions, or rearrangements:

a.

b.

c.

d.

Which of the following species are likely to be nucleophiles and which electrophiles? Which might be both?

Which reaction is faster, one with 螖骋#= +45 or one with 螖骋#= +70?

Draw an energy diagram for a reaction with Keq=1 . What is the value of 螖骋o in this reaction?
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