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Which of the following gives the correct...

Which of the following gives the correct order of decreasing electron withdrawing effect?

A

`-CN gt C_(6)H_(5)- gt NO_(2) gt F-`

B

`-F gt -CN gt C_(6)H_(5)- gt -NO_(2)`

C

`-NO_(2) gt - CNgt -F gt C_(6)H_(5)-`

D

`C_(6)H_(5)- gt -F gt -CN gt -NO_(2)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the correct order of decreasing electron withdrawing effect among the given species (NO2, CN, C6H5, and fluorine), we need to analyze the electron-withdrawing capabilities of each group based on their electronegativity and the type of effect they exhibit. ### Step-by-Step Solution: 1. **Understanding Electron Withdrawing Effect**: - Electron withdrawing groups (EWGs) are groups that attract electrons towards themselves, thereby decreasing the electron density on the atom they are attached to. This is often referred to as a -I (negative inductive) effect. 2. **Identifying the Groups**: - The groups provided are: - NO2 (Nitro group) - CN (Cyano group) - C6H5 (Phenyl group) - F (Fluorine) 3. **Evaluating the Electron Withdrawing Strength**: - **NO2**: The nitro group is a strong electron withdrawing group due to the presence of highly electronegative oxygen atoms and resonance effects. It has a significant -I effect. - **CN**: The cyano group is also a strong electron withdrawing group, but not as strong as NO2. It has a -I effect due to the electronegativity of nitrogen. - **F (Fluorine)**: Fluorine is highly electronegative and exhibits a -I effect, but it is less effective than NO2 and CN due to its ability to donate electrons through resonance (it can also act as a +I group in some contexts). - **C6H5 (Phenyl group)**: The phenyl group is generally considered a weak electron withdrawing group. It can exhibit resonance but does not withdraw electrons as effectively as the other groups listed. 4. **Ranking the Groups**: - Based on the above evaluations, we can rank the groups in order of their electron withdrawing effects: - 1st: NO2 (strongest) - 2nd: CN - 3rd: F - 4th: C6H5 (weakest) 5. **Final Order**: - The correct order of decreasing electron withdrawing effect is: - NO2 > CN > F > C6H5 ### Conclusion: The correct answer is that the order of decreasing electron withdrawing effect is NO2 > CN > F > C6H5.

To determine the correct order of decreasing electron withdrawing effect among the given species (NO2, CN, C6H5, and fluorine), we need to analyze the electron-withdrawing capabilities of each group based on their electronegativity and the type of effect they exhibit. ### Step-by-Step Solution: 1. **Understanding Electron Withdrawing Effect**: - Electron withdrawing groups (EWGs) are groups that attract electrons towards themselves, thereby decreasing the electron density on the atom they are attached to. This is often referred to as a -I (negative inductive) effect. 2. **Identifying the Groups**: ...
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