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Chapter 6: Q39E (page 149)

Draw all of the different monochlorinated products one would obtain by the radical chlorination of these compounds. (Do not consider the stereochemistry of the products in your answer.)

Short Answer

Expert verified

(a)

(b)

(c)

Step by step solution

01

n-Butane

n-butane undergoes radical chlorination in the presence of UV light or heat to form two mono chlorinated products

02

Chlorination of n-butane

In n-butane there are two types of hydrogen atoms are present. Out of the two hydrogens, one is primary and the other is secondary. So, n-butane undergoes radical chlorination and forms two mono chlorinated products as shown:

03

Possible position in Isopentane

In isopentane, there are four types of hydrogens are present, as shown:

04

Chlorination in isopentane

Therefore, isopentane undergoes radical chlorination to form four monochlorinated products. There are four positions are available in the Iospentane which are shown as below here:

05

methyl cyclopentane

In methyl cyclopentane there are four types of hydrogens are present as shown:

06

Chlorination of methyl cyclopentane

Therefore, methyl cyclopentane undergoes radical chlorination to form four monochlorinated products as shown:

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Most popular questions from this chapter

The addition of water to ethylene to yield ethanol has the following thermodynamic parameters:

(a) Is the reaction exothermic or endothermic?

(b) Is the reaction favorable (spontaneous) or unfavorable (nonspontaneous) at room temperature (298 K)?

Draw the electron-pushing mechanism for each radical reaction below. Identify each step as initiation, propagation, or termination.

(a)

b)

c)

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 forΔG± and ΔGothat 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.

For each reaction below identify the electrophile and the nucleophile

a.

b.

c.

Add curved arrows to the following polar reactions to indicate the flow of electrons in each:
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