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Which of the following represents a correct relative order of the -I (inductive electron-withdrawing) strength of the listed substituents?

1. -O⁻ > -CH3 > -CMe3
2. -CO2⁻ > -O⁻ > -CHMe2
3. -O⁻ > -CH2Me > -D > -H
4. None of these

Correct answer: None of these

Solution

The inductive effect ranks how strongly a group pulls or pushes the sigma-bond electron density. Groups bearing a full negative charge (-O⁻, -CO2⁻) and alkyl groups (-CH3, -CMe3, -CHMe2) are all electron-DONATING (+I); they show no -I order among themselves. -D and -H differ only by isotope and have effectively identical (negligible) inductive behaviour, with no meaningful -I ordering. Therefore none of the three proposed -I sequences is correct.

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