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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

Which of the following is an isomer of 2, 2 -dimethyl propane? (a) Neopentane (b) 2-Methyl butane (c) Cyclopentane (d) Methyl cyclobutane

Strength of a \(\mathrm{H}\) -bond is (a) as good as a covalent bond (b) between van der Waals forces and covalent bond (c) equivalent to a dipole-dipole interaction (d) between an ionic and covalent bond

Which of the following statements is/are correct about H-bonding? (a) \(\mathrm{n}\) -Butanol has a higher boiling point than diethylether on account of intramolecular H-bonding. (b) Maleic acid is a stronger acid than fumaric acid due to the stabilization of the resulting anion by intramolecular H-bonding. (c) \(\mathrm{p}\) -nitrophenol is steam volatile due to intramolecular hydrogen bonding. (d) Hydrogen bond formation intramolecularly involving one molecule only is known as chelation and when formed intermolecularly is known as association.

The correct decreasing order of acidity is (a) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH}>\mathrm{HC}=\mathrm{CH}>\mathrm{H}_{2} \mathrm{O}>\mathrm{NH}_{3}\) (b) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH}>\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{OH}>\mathrm{NH}_{3}>\mathrm{HC}=\mathrm{CH}\) (c) \(\mathrm{HC}=\mathrm{CH}>\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH}>\mathrm{H}_{2} \mathrm{O}>\mathrm{NH}_{3}\) (d) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH}>\mathrm{H}_{2} \mathrm{O}>\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{OH}>\mathrm{HC}=\mathrm{CH}\)

Identify the statement which is not correct among the following. (a) Acetone exists almost \(100 \%\) in the keto form. (b) Acetylacetone exists considerably in the enol form. (c) Phenol exists almost \(100 \%\) in the enol form. (d) The enol content of \(\mathrm{C}_{6} \mathrm{H}_{c}-\mathrm{COCH}_{2} \mathrm{C}_{6} \mathrm{H}_{5}\) is very low.
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