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Which among the following compounds will...

Which among the following compounds will form intra - molecular hydrogen bond ?

A

Acetone

B

Nitroethane

C

2,4-pentanedione

D

Benzaldehyde

Text Solution

AI Generated Solution

The correct Answer is:
To determine which among the given compounds will form an intramolecular hydrogen bond, we need to analyze the structures of each compound and identify if there is a possibility for a hydrogen bond to form within the same molecule. ### Step-by-Step Solution: 1. **Understanding Intramolecular Hydrogen Bonding**: - An intramolecular hydrogen bond occurs when a hydrogen atom bonded to a highly electronegative atom (like oxygen or nitrogen) forms a bond with another electronegative atom within the same molecule. 2. **Analyzing Each Compound**: - **Acetone (CH3COCH3)**: - Structure: It has a carbonyl group (C=O) flanked by two methyl groups. - Analysis: There are no suitable hydrogen atoms that can form a bond with the oxygen in the carbonyl group. Thus, acetone cannot form an intramolecular hydrogen bond. - **Nitroethane (CH3CH2NO2)**: - Structure: It contains a nitro group (-NO2) attached to an ethyl group. - Analysis: The nitro group does not provide a suitable hydrogen atom that can form a bond with another electronegative atom within the same molecule. Therefore, nitroethane does not form an intramolecular hydrogen bond. - **2,4-Pentanedione (CH3C(O)CH2C(O)CH3)**: - Structure: This compound has two carbonyl groups (C=O) and can exist in an enolic form. - Analysis: In the enolic form, one of the hydrogen atoms from the hydroxyl group (OH) can form a hydrogen bond with the nearby carbonyl oxygen (C=O). This results in a stable intramolecular hydrogen bond. Hence, 2,4-pentanedione can form an intramolecular hydrogen bond. - **Benzylidene (C6H5CH=O)**: - Structure: This compound has a benzene ring attached to a carbonyl group. - Analysis: There are no suitable hydrogen atoms that can form a bond with the carbonyl oxygen within the same molecule. Therefore, benzylidene does not form an intramolecular hydrogen bond. 3. **Conclusion**: - Among the compounds analyzed, only **2,4-pentanedione** forms an intramolecular hydrogen bond. ### Final Answer: **2,4-Pentanedione** is the compound that will form an intramolecular hydrogen bond.
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