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Chapter 1: Problem 138

A compound with molecular formula \(\mathrm{C}_{7} \mathrm{H}_{16}\) exhibits optical isomerism. The compound is (a) 2,5 dimethylhexane (b) \(2-2\) -dimethylpentane (c) 3 -methylpentane (d) 2,3 -dimethylpentane

Short Answer

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Answer: (d) 2,3-dimethylpentane

Step by step solution

01

1. Drawing the Structures of the Compounds

First, we will draw the structures of the four different compounds listed: (a) 2,5-dimethylhexane (b) \(2-2\)-dimethylpentane (c) 3-methylpentane (d) 2,3-dimethylpentane
02

2. Identifying Chiral Carbon Atoms

Now, we will analyze each structure to identify the presence of any chiral carbon atoms, which are carbon atoms with four different groups attached to them. (a) 2,5-dimethylhexane has no carbon with four different groups attached. (b) \(2-2\)-dimethylpentane has no carbon with four different groups attached. (c) 3-methylpentane has no carbon with four different groups attached. (d) 2,3-dimethylpentane has one chiral carbon atom (the second carbon from either end). Since 2,3-dimethylpentane is the only compound with a chiral carbon atom, it is the compound that exhibits optical isomerism. The answer is (d) 2,3-dimethylpentane.

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Most popular questions from this chapter

The boiling point of \(\mathrm{CH} 3 \mathrm{OH}\) is \(65^{\circ} \mathrm{C}\), while the boiling point of \(\mathrm{CH} 3 \mathrm{SH}\) is only \(6^{\circ} \mathrm{C}\). Explain this difference in boiling point.

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