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In which of the following the carbon-oxy...

In which of the following the carbon-oxygen bonds are of equal lengths?

A

`CH_(3)COO^(-)`

B

`CH_(3)COOH`

C

`CH_(3)COOC_(2)H_(5)`

D

All of these

Text Solution

AI Generated Solution

The correct Answer is:
To determine which of the given compounds has carbon-oxygen bonds of equal lengths, we need to analyze the resonance structures of each compound. Here’s a step-by-step solution: ### Step 1: Analyze the first compound (A) CH3COO⁻ - The structure of CH3COO⁻ can be represented as: ``` O || CH3-C \ O⁻ ``` - This compound exhibits resonance. The resonance structures can be drawn as follows: 1. CH3-C(=O)O⁻ 2. CH3-C(O)O⁻ (where the double bond shifts to the other oxygen) - In both resonance forms, the carbon-oxygen bonds have partial double bond character due to resonance. Therefore, both C-O bonds are of equal length. ### Step 2: Analyze the second compound (B) CH3C(=O)OH - The structure of CH3C(=O)OH is: ``` O || CH3-C \ OH ``` - The resonance structures for this compound would be: 1. CH3-C(=O)OH 2. CH3-C(OH)⁺ (where the double bond character shifts to the hydroxyl oxygen) - Here, the C=O bond and the C-OH bond do not have equal bond character, as one is a double bond and the other is a single bond. Therefore, the bond lengths are not equal. ### Step 3: Analyze the third compound (C) CH3C(=O)OC2H5 - The structure of CH3C(=O)OC2H5 is: ``` O || CH3-C \ O-C2H5 ``` - The resonance structures for this compound would be: 1. CH3-C(=O)OC2H5 2. CH3-C(O⁻)C2H5⁺ (where the double bond character shifts to the ether oxygen) - Similar to compound B, the C=O bond and the C-O bond do not have equal bond character, leading to different bond lengths. ### Step 4: Analyze the fourth compound (D) - Since we already established that A is the only compound with equal bond lengths, we can conclude that D is incorrect without needing to analyze it further. ### Conclusion The only compound where the carbon-oxygen bonds are of equal lengths is: - **Answer: A (CH3COO⁻)**
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