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Which of the following has an asymmetric...

Which of the following has an asymmetric carbon atom ?
(a)`CH_3 - CH_2 -CH_2Br`
(b)`CH_3 - underset(Br) underset(|) overset(H) overset(|)C- underset(CH_3) underset(|) CH - CH_3`
(c)`CH_3 - cH_2 -underset(CH_3)underset(|) overset(Br) overset(|)C-CH_3`
(d)`CH_3 - underset(Br) underset(|) overset(|) overset(CH_3) overset(|) C- CH_2 -CH_2-CH_3`

A

`CH_3 - CH_2 -CH_2Br`

B

`CH_3 - underset(Br) underset(|) overset(H) overset(|)C- underset(CH_3) underset(|) CH - CH_3`

C

`CH_3 - cH_2 -underset(CH_3)underset(|) overset(Br) overset(|)C-CH_3`

D

`CH_3 - underset(Br) underset(|) overset(|) overset(CH_3) overset(|) C- CH_2 -CH_2-CH_3`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which of the given compounds has an asymmetric carbon atom, we need to identify a carbon atom that is bonded to four different substituents. An asymmetric carbon atom, also known as a chiral carbon, has no plane of symmetry and is typically responsible for optical activity in organic compounds. Let's analyze each option step by step: ### Step 1: Analyze Option (a) `CH_3 - CH_2 - CH_2Br` - The structure can be represented as: ``` H H Br | | | H - C - C - C | | H H ``` - The carbon atoms in this compound are: - The first carbon (attached to 3 hydrogens and 1 carbon) - not asymmetric. - The second carbon (attached to 2 hydrogens, 1 carbon, and 1 carbon) - not asymmetric. - The third carbon (attached to 1 hydrogen, 1 carbon, and 1 bromine) - not asymmetric. **Conclusion**: No asymmetric carbon in option (a). ### Step 2: Analyze Option (b) `CH_3 - Br - C - CH_3` - The structure can be represented as: ``` CH3 | Br - C | CH3 ``` - The carbon atom in the center is bonded to: - One bromine (Br) - One methyl group (CH3) - One hydrogen (H) - One other carbon (CH3) **Conclusion**: The central carbon is asymmetric because it is attached to four different groups (Br, CH3, H, and CH3). Thus, option (b) has an asymmetric carbon atom. ### Step 3: Analyze Option (c) `CH_3 - CH_2 - C(CH_3) - CH_3` - The structure can be represented as: ``` CH3 | C - CH3 | CH2 | CH3 ``` - The central carbon is bonded to: - Two methyl groups (CH3) - One hydrogen (H) - One carbon (CH2) **Conclusion**: The central carbon is not asymmetric because it has two identical methyl groups. ### Step 4: Analyze Option (d) `CH_3 - Br - C - CH_2 - CH_2 - CH_3` - The structure can be represented as: ``` CH3 | Br - C | CH2 | CH2 | CH3 ``` - The central carbon is bonded to: - One bromine (Br) - One hydrogen (H) - One CH2 group - One CH3 group **Conclusion**: The central carbon is not asymmetric because it has two identical hydrogen atoms. ### Final Conclusion: Only option (b) has an asymmetric carbon atom. **Correct Answer**: (b) `CH_3 - Br - C - CH_3`

To determine which of the given compounds has an asymmetric carbon atom, we need to identify a carbon atom that is bonded to four different substituents. An asymmetric carbon atom, also known as a chiral carbon, has no plane of symmetry and is typically responsible for optical activity in organic compounds. Let's analyze each option step by step: ### Step 1: Analyze Option (a) `CH_3 - CH_2 - CH_2Br` - The structure can be represented as: ``` H H Br ...
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