Chapter 24: Problem 57

Suppose benzene contained three distinct single bonds and three distinct double bonds. How many different isomers would there be for dichlorobenzene \(\left(\mathrm{C}_{6} \mathrm{H}_{4} \mathrm{Cl}_{2}\right) ?\) Draw all your proposed structures.

Short Answer

Expert verified

For dichlorobenzene (C6H4Cl2), assuming benzene contained three distinct single bonds and three distinct double bonds, there would be three distinct isomers: 1,2-dichlorobenzene (ortho-dichlorobenzene), 1,3-dichlorobenzene (meta-dichlorobenzene), and 1,4-dichlorobenzene (para-dichlorobenzene).

Step by step solution

Understand Benzene Structure

A benzene molecule consists of 6 carbon atoms joined in a hexagonal planar cyclic ring, with alternating single and double bonds. The carbon atoms are numbered 1 to 6. When dichlorobenzene is formed, two chlorine atoms replace two hydrogen atoms.

Identify Possible Isomers

The two chlorine atoms can be attached to the benzene ring in three possible positions: 1. The chlorine atoms are adjacent, with the benzene carbons numbered so the chlorine atoms are on carbons 1 and 2. This is named as 1,2-dichlorobenzene or ortho-dichlorobenzene.2. The chlorine atoms are one carbon atom apart, attached to carbons 1 and 3. This is named 1,3-dichlorobenzene or meta-dichlorobenzene.3. The chlorine atoms are two carbon atoms apart, attached to carbons 1 and 4. This is named 1,4-dichlorobenzene or para-dichlorobenzene.

Draw Isomer Structures

Now, draw the structures for the isomers identified:1. 1,2-dichlorobenzene has each chlorine atom attached to carbons 1 and 2 respectively.2. 1,3-dichlorobenzene has each chlorine atom attached to carbons 1 and 3 respectively.3. 1,4-dichlorobenzene has each chlorine atom attached to carbons 1 and 4 respectively.

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Suppose benzene contained three distinct single bonds and three distinct double bonds. How many different isomers would there be for dichlorobenzene \(\left(\mathrm{C}_{6} \mathrm{H}_{4} \mathrm{Cl}_{2}\right) ?\) Draw all your proposed structures.

Short Answer

Step by step solution

Understand Benzene Structure

Identify Possible Isomers

Draw Isomer Structures

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