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The number of structural and configurati...

The number of structural and configurational isomers of a bromo compound, `C_(5)H_(9)Br`, formed by the additionn of HBr to 2-penthyne respectively are

A

1 and 2

B

2 and 4

C

4 and 2

D

2 and 1

Text Solution

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The correct Answer is:
To solve the problem regarding the number of structural and configurational isomers of the bromo compound \( C_5H_9Br \) formed by the addition of HBr to 2-pentyne, we will follow these steps: ### Step 1: Identify the Structure of 2-Pentyne 2-Pentyne has the formula \( C_5H_{10} \) and its structure can be represented as: \[ CH_3C \equiv CCH_2CH_3 \] ### Step 2: Understand the Reaction with HBr When HBr is added to 2-pentyne, it follows Markovnikov's rule, which states that the hydrogen atom will attach to the carbon with the greater number of hydrogen atoms. ### Step 3: Determine Possible Products 1. **First Product**: If H+ attacks the first carbon (C1), the bromine (Br-) will attach to the second carbon (C2): \[ CH_3C(Br)=C(CH_2CH_3)H \] This product can be represented as: \[ CH_3CBr=CH(CH_2CH_3) \] 2. **Second Product**: If H+ attacks the second carbon (C2), then Br- will attach to the first carbon (C1): \[ CH_3C=CH(Br)CH_2CH_3 \] This product can be represented as: \[ CH_3C=CHBrCH_2CH_3 \] ### Step 4: Count the Structural Isomers From the above reactions, we have identified two structural isomers: 1. \( CH_3CBr=CH(CH_2CH_3) \) 2. \( CH_3C=CHBrCH_2CH_3 \) ### Step 5: Identify Configurational Isomers Configurational isomers arise from the different spatial arrangements of atoms or groups around a double bond. Each structural isomer can have geometric (cis/trans or E/Z) isomers. 1. **For the first structural isomer** \( CH_3CBr=CH(CH_2CH_3) \): - **Cis isomer**: Both Br and CH3 on the same side. - **Trans isomer**: Br and CH3 on opposite sides. 2. **For the second structural isomer** \( CH_3C=CHBrCH_2CH_3 \): - **Cis isomer**: Both Br and CH3 on the same side. - **Trans isomer**: Br and CH3 on opposite sides. ### Step 6: Count the Configurational Isomers Each of the two structural isomers has two configurational isomers (cis and trans), giving us a total of: - 2 (from the first isomer) + 2 (from the second isomer) = 4 configurational isomers. ### Final Count - **Structural Isomers**: 2 - **Configurational Isomers**: 4 ### Conclusion The number of structural isomers is 2, and the number of configurational isomers is 4.

To solve the problem regarding the number of structural and configurational isomers of the bromo compound \( C_5H_9Br \) formed by the addition of HBr to 2-pentyne, we will follow these steps: ### Step 1: Identify the Structure of 2-Pentyne 2-Pentyne has the formula \( C_5H_{10} \) and its structure can be represented as: \[ CH_3C \equiv CCH_2CH_3 \] ### Step 2: Understand the Reaction with HBr When HBr is added to 2-pentyne, it follows Markovnikov's rule, which states that the hydrogen atom will attach to the carbon with the greater number of hydrogen atoms. ...
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