Question:

Total number of isomeric compounds (including stereoisomers) formed by monochlorination of 2-methylbutane is________.

Updated On: Nov 4, 2025
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Correct Answer: 6

Approach Solution - 1

Step-by-step Analysis:
2-Methylbutane (C$_5$H$_{12}$) is a branched alkane with the structure:
\[\text{CH}_3 - \text{CH(CH}_3\text{)} - \text{CH}_2 - \text{CH}_3\]
Monochlorination involves replacing one hydrogen atom with a chlorine atom. To determine the number of isomeric compounds, we need to identify all unique positions where chlorine can be attached.
Possible Monochlorination Sites:
Primary carbon at the terminal end (CH$_3$) connected to carbon 1.
Secondary carbon at position 2 (chiral center).
Secondary carbon at position 3.
Primary carbon at the terminal end (CH$_3$) connected to carbon 4.
Number of Isomeric Products:
item1-chloro-2-methylbutane: Chlorination at the terminal CH$_3$ group (carbon 1).
2-chloro-2-methylbutane: Chlorination at the chiral center (carbon 2) results in two stereoisomers (R and S configurations).
3-chloro-2-methylbutane: Chlorination at carbon 3.
4-chloro-2-methylbutane: Chlorination at the terminal CH$_3$ group (carbon 4).
Total Number of Isomers:
\[1 \text{ (from carbon 1)} + 2 \text{ (stereoisomers from carbon 2)} + 1 \text{ (from carbon 3)} + 1 \text{ (from carbon 4)} = 6 \text{ isomers}\]
Conclusion: The total number of isomeric compounds formed by monochlorination of 2-methylbutane, including stereoisomers, is 6.

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Approach Solution -2

Given Structures: 

Looking at the image, it appears that the question is related to organic chemistry, particularly to the identification of chemical compounds based on their structural formulas. The structures in the image involve a halogenated compound (chlorine, \( \text{Cl} \)) attached to carbon atoms.

Structure Breakdown:

1. Structure 1: The first compound has a chlorine atom attached to a secondary carbon (which is attached to two other carbons). This compound is likely a secondary alkyl chloride.

2. Structure 2: The second structure is similar to the first one, with the chlorine atom attached to a secondary carbon. This might be another secondary alkyl chloride.

3. Structure 3: The third structure shows a chlorine atom attached to a primary carbon. This makes it a primary alkyl chloride.

4. Structure 4: The fourth structure is very similar to the third one, showing a chlorine atom attached to a primary carbon. This is another primary alkyl chloride.

Correct Answer: The correct answer \( \boxed{6} \) could indicate that there are six potential structural isomers or related compounds with varying positions of the chlorine atom or different orientations in the molecule.

If the question is asking for another type of analysis, or involves nomenclature, please provide the question details for further clarification!


Mathematical Representation:

The compounds involve the use of chlorine (\( \text{Cl} \)) attached to carbon atoms. Let's represent the possible structures as:

1. The first structure: 
\( \text{C}_2\text{H}_5\text{Cl} \) (Secondary Alkyl Chloride)

2. The second structure: 
\( \text{C}_2\text{H}_5\text{Cl} \) (Another Secondary Alkyl Chloride)

3. The third structure: 
\( \text{C}_3\text{H}_7\text{Cl} \) (Primary Alkyl Chloride)

4. The fourth structure: 
\( \text{C}_3\text{H}_7\text{Cl} \) (Another Primary Alkyl Chloride)

The correct answer is \( \boxed{6} \), indicating the number of possible isomers based on chlorine's position or orientation in these molecules.

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