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Question

Methyl propane is an isomer of:

This question was previously asked in
SSC CGL 2018 (Tier 2) Statistics Previous Year Paper (22-feb-2018)
The correct answer is

 n-butane

Understanding Isomers in Organic Chemistry

In organic chemistry, isomers are molecules that have the same molecular formula but different structural formulas. This means they contain the same number of atoms of each element, but the atoms are connected or arranged in a different way.

To determine which compound is an isomer of methyl propane, we first need to understand what methyl propane is and determine its molecular formula. Then, we will find the molecular formulas for the given options and compare them.

What is Methyl Propane?

Methyl propane is a common name for a branched-chain alkane. The systematic IUPAC name for methyl propane is 2-methylpropane. Let's figure out its structure and molecular formula:

  • Propane indicates a chain of three carbon atoms.
  • "Methyl" at position 2 means a \(\text{CH}_3\) group is attached to the second carbon atom of the propane chain.

The structure looks like this:

    CH<sub>3</sub>
    |
CH<sub>3</sub>-CH-CH<sub>3</sub>

Counting the atoms:

  • Carbon atoms: 4 (one central, three in methyl groups)
  • Hydrogen atoms: \(3 + 1 + 3 + 3 = 10\)

So, the molecular formula for methyl propane (2-methylpropane) is \(\text{C}_4\text{H}_{10}\).

Analyzing the Options to Find the Isomer

Now, let's determine the molecular formula for each of the given options:

  1. n-hexane: This is a straight-chain alkane with 6 carbon atoms. The general formula for alkanes is \(\text{C}_n\text{H}_{2n+2}\). For n-hexane, \(n=6\). So, the formula is \(\text{C}_6\text{H}_{(2\times 6)+2} = \text{C}_6\text{H}_{14}\).
  2. n-pentane: This is a straight-chain alkane with 5 carbon atoms. For n-pentane, \(n=5\). So, the formula is \(\text{C}_5\text{H}_{(2\times 5)+2} = \text{C}_5\text{H}_{12}\).
  3. n-propane: This is a straight-chain alkane with 3 carbon atoms. For n-propane, \(n=3\). So, the formula is \(\text{C}_3\text{H}_{(2\times 3)+2} = \text{C}_3\text{H}_8\).
  4. n-butane: This is a straight-chain alkane with 4 carbon atoms. For n-butane, \(n=4\). So, the formula is \(\text{C}_4\text{H}_{(2\times 4)+2} = \text{C}_4\text{H}_{10}\).

Comparing Molecular Formulas

Let's compare the molecular formula of methyl propane (\(\text{C}_4\text{H}_{10}\)) with the molecular formulas of the options:

Compound Molecular Formula Isomer of Methyl Propane (\(\text{C}_4\text{H}_{10}\))?
Methyl propane (2-methylpropane) \(\text{C}_4\text{H}_{10}\) -
n-hexane \(\text{C}_6\text{H}_{14}\) No (Different formula)
n-pentane \(\text{C}_5\text{H}_{12}\) No (Different formula)
n-propane \(\text{C}_3\text{H}_8\) No (Different formula)
n-butane \(\text{C}_4\text{H}_{10}\) Yes (Same formula, different structure)

As the table shows, n-butane has the same molecular formula (\(\text{C}_4\text{H}_{10}\)) as methyl propane, but it has a different structure (a straight chain). Therefore, n-butane is an isomer of methyl propane.

Conclusion

Methyl propane (2-methylpropane) and n-butane are structural isomers because they share the same molecular formula, \(\text{C}_4\text{H}_{10}\), but have different arrangements of their atoms.

Revision Table: Isomers of Butane

Name Common Name IUPAC Name Structure Molecular Formula
n-butane n-butane butane \(\text{CH}_3-\text{CH}_2-\text{CH}_2-\text{CH}_3\) \(\text{C}_4\text{H}_{10}\)
Methyl propane isobutane 2-methylpropane
  CH<sub>3</sub>
|
CH<sub>3</sub>-CH-CH<sub>3</sub>
\(\text{C}_4\text{H}_{10}\)

Additional Information on Structural Isomerism

Structural isomerism, also known as constitutional isomerism, is a type of isomerism where molecules with the same molecular formula have different bonding patterns and atomic connectivity. There are different types of structural isomerism:

  • Chain Isomerism: Isomers differ in the arrangement of the carbon chain (e.g., straight chain vs. branched chain), like n-butane and methyl propane.
  • Position Isomerism: Isomers have the same functional group, but it is located at a different position on the carbon chain (e.g., 1-propanol and 2-propanol).
  • Functional Group Isomerism: Isomers have different functional groups (e.g., ethanol, an alcohol, and dimethyl ether, an ether, both \(\text{C}_2\text{H}_6\text{O}\)).

Identifying isomers is a fundamental concept in organic chemistry for understanding the diversity of organic compounds.

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