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Arrange the order of C-OH bond length of...

Arrange the order of `C-OH` bond length of the following compounds. (A) Methanol (B) Phenol (C) p-Ethoxyphenol

A

`A gt B gt C`

B

`A gt C gt B`

C

`C gt B gt A`

D

`B gt C gt A`

Text Solution

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The correct Answer is:
To determine the order of C-OH bond lengths in the compounds methanol (A), phenol (B), and p-ethoxyphenol (C), we need to analyze the structure and bonding characteristics of each compound. ### Step-by-Step Solution: 1. **Identify the Compounds**: - **Methanol (A)**: CH₃OH - **Phenol (B)**: C₆H₅OH - **p-Ethoxyphenol (C)**: C₆H₄(OC₂H₅)OH (where the ethoxy group is at the para position relative to the hydroxyl group) 2. **Analyze the Bonding**: - In **methanol**, the C-O bond is a single bond (C-OH), and it is sp³ hybridized. This bond generally has a longer bond length due to the absence of any resonance or double bond character. - In **phenol**, the C-O bond is also a single bond, but the oxygen has a lone pair that can participate in resonance with the aromatic ring. This resonance leads to a partial double bond character in the C-O bond, making it shorter than the C-O bond in methanol. - In **p-ethoxyphenol**, the presence of the ethoxy group (which has a +M effect) can also participate in resonance. However, this resonance can decrease the double bond character of the C-O bond compared to phenol, leading to a longer C-O bond than in phenol but shorter than in methanol. 3. **Order of C-O Bond Lengths**: - Methanol (A) has the longest C-O bond length due to being a simple alcohol with no resonance. - p-Ethoxyphenol (C) has a longer C-O bond length than phenol (B) due to the +M effect of the ethoxy group reducing the double bond character. - Phenol (B) has the shortest C-O bond length due to resonance providing partial double bond character. 4. **Final Arrangement**: - The order of C-OH bond lengths from longest to shortest is: - **A (Methanol) > C (p-Ethoxyphenol) > B (Phenol)** ### Conclusion: The final order of C-OH bond lengths is: **A > C > B**

To determine the order of C-OH bond lengths in the compounds methanol (A), phenol (B), and p-ethoxyphenol (C), we need to analyze the structure and bonding characteristics of each compound. ### Step-by-Step Solution: 1. **Identify the Compounds**: - **Methanol (A)**: CH₃OH - **Phenol (B)**: C₆H₅OH - **p-Ethoxyphenol (C)**: C₆H₄(OC₂H₅)OH (where the ethoxy group is at the para position relative to the hydroxyl group) ...
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