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Arrange given compounds in order of decr...

Arrange given compounds in order of decreasing acidity
1. `CH_3-NO_2`
2. `NO_2-CH_2-NO_2`
3. `CH_3-CH_2-NO_2`
4. `NO_2-underset(NO_2)underset(|)(CH)-NO_2`

A

`4 gt 2 gt 1 gt 3`

B

`4 gt 2 gt 3 gt 1`

C

`3gt 1 gt 2 gt 4`

D

`3 gt 1 gt 4 gt 2`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the order of decreasing acidity of the given compounds, we need to analyze the effect of the nitro (NO2) groups on the acidity of each compound. The acidity of a compound is influenced by the ability of the compound to lose a proton (H⁺ ion). The presence of electron-withdrawing groups, such as nitro groups, increases acidity by stabilizing the negative charge that results from losing a proton. ### Step-by-Step Solution: 1. **Identify the Compounds**: - 1. `CH₃-NO₂` - 2. `NO₂-CH₂-NO₂` - 3. `CH₃-CH₂-NO₂` - 4. `NO₂-CH-NO₂` 2. **Analyze the Effect of Nitro Groups**: - Nitro groups (NO₂) are strong electron-withdrawing groups. The more nitro groups attached to a compound, the more acidic it becomes because they stabilize the negative charge that forms when a proton is lost. 3. **Count the Nitro Groups**: - Compound 1 (`CH₃-NO₂`): 1 nitro group - Compound 2 (`NO₂-CH₂-NO₂`): 2 nitro groups - Compound 3 (`CH₃-CH₂-NO₂`): 1 nitro group - Compound 4 (`NO₂-CH-NO₂`): 2 nitro groups 4. **Determine the Acidity Order**: - Compound 4 has 2 nitro groups and is likely the most acidic. - Compound 2 also has 2 nitro groups, but they are positioned differently, which can affect acidity slightly. However, it will still be very acidic. - Compounds 1 and 3 both have 1 nitro group, but compound 3 has an additional alkyl group (ethyl) that can donate electron density, making it less acidic than compound 1. 5. **Final Order of Acidity**: - The order of decreasing acidity is: - 4 (`NO₂-CH-NO₂`) > 2 (`NO₂-CH₂-NO₂`) > 1 (`CH₃-NO₂`) > 3 (`CH₃-CH₂-NO₂`) ### Conclusion: The final order of decreasing acidity for the compounds is: - **4 > 2 > 1 > 3**
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