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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

Look at the following energy diagram:

(a) Is 螖骋ofor the reaction positive or negative? Label it on the diagram.

(b) How many steps are involved in the reaction?

(c) How many transition states are there? Label them on the diagram.

Draw an energy diagram for a two-step reaction withKeq > 1. Label the overall 螖骋o, transition states, and intermediate. Is螖骋o positive or negative?

Draw the complete mechanism for each polar reaction below.

(a)

(b)

(c)

Assign Ror Sstereochemistry to the chirality centers in the following Newman projections:

When isopropylidenecyclohexane is treated with strong acid at room

temperature, isomerization occurs by the mechanism shown below to yield 1-isopropylcyclohexene:

At equilibrium, the product mixture contains about 30% isopropylidene- cyclohexane and about 70% 1-isopropylcyclohexene.

(a)What is an approximate value of Keq for the reaction?

(b)Since the reaction occurs slowly at room temperature, what is its approximate鈭�G鈥�?

(c)Draw an energy diagram for the reaction.
See all solutions

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