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A compound is formed by substitution of ...

A compound is formed by substitution of two chlorine for two hydrogens in propane. The number of possible isomeric compounds is

A

4

B

3

C

5

D

2

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The correct Answer is:
To solve the problem of determining the number of possible isomeric compounds formed by the substitution of two chlorine atoms for two hydrogen atoms in propane, we can follow these steps: ### Step 1: Understand the Structure of Propane Propane is a three-carbon alkane with the molecular formula \( C_3H_8 \). Its structure can be represented as: ``` H H H | | | H--C--C--C--H | | | H H H ``` ### Step 2: Identify the Substitution Reaction In this reaction, we are replacing two hydrogen atoms with two chlorine atoms. The substitution can occur at different positions on the propane molecule. ### Step 3: Determine Possible Substitution Positions 1. **Substitution on the same carbon atom**: - Both chlorine atoms can be substituted on the first carbon atom: ``` Cl Cl | | H--C--C--C--H | | H H ``` - Both chlorine atoms can be substituted on the second carbon atom: ``` H Cl | | H--C--C--C--H | | H Cl ``` - Both chlorine atoms can be substituted on the third carbon atom: ``` H H | | H--C--C--C--H | | Cl Cl ``` 2. **Substitution on different carbon atoms**: - One chlorine on the first carbon and one on the second carbon: ``` Cl H | | H--C--C--C--H | | H Cl ``` - One chlorine on the first carbon and one on the third carbon: ``` Cl H | | H--C--C--C--H | | H Cl ``` - One chlorine on the second carbon and one on the third carbon: ``` H Cl | | H--C--C--C--H | | Cl H ``` ### Step 4: Count the Isomers From the above substitutions, we can summarize the possible isomers: 1. **1,1-Dichloropropane**: Both Cl on the first carbon. 2. **1,2-Dichloropropane**: One Cl on the first carbon, one on the second carbon. 3. **1,3-Dichloropropane**: One Cl on the first carbon, one on the third carbon. 4. **2,2-Dichloropropane**: Both Cl on the second carbon. 5. **2,3-Dichloropropane**: One Cl on the second carbon, one on the third carbon. 6. **3,3-Dichloropropane**: Both Cl on the third carbon. ### Step 5: Identify Chiral Centers Among these isomers, we need to check for chirality: - **1,2-Dichloropropane** has a chiral center, leading to two enantiomers (R and S configurations). - **2,2-Dichloropropane** and **3,3-Dichloropropane** do not have chiral centers. ### Conclusion The total number of isomeric compounds is: - 1 (1,1-Dichloropropane) - 2 (1,2-Dichloropropane - R and S) - 1 (2,2-Dichloropropane) - 1 (3,3-Dichloropropane) - 1 (1,3-Dichloropropane) - 1 (2,3-Dichloropropane) Thus, the total number of isomeric compounds formed is **5**. ### Final Answer The number of possible isomeric compounds is **5**. ---
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