Questions tagged [inductive-effect]

Use for questions regarding the so called inductive effect of substituents on properties of compounds.

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Hydrogen as a reference in inductive effect

What does it mean when we say that I-effect of hydrogen is taken as zero ? I think that it means that partial displacement of sigma bond electrons between two atoms of different electronegativity is ...
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Why does the carboxylate ion show positive inductive effect?

While solving some problems on general organic chemistry, I came across this question that asked for the nature of inductive effects of $\ce{-CH_3}, \ce{-CO_2^-}, \ce{-Br}, \ce{-NH_3^+}$. And in the ...
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69 views

Order of −I effect among ethenyl and 1-propenyl groups

We know that both ethenyl $\ce{-CH=CH}_2$ and 1-propenyl $\ce{-CH=CH-CH3}$ are electron-withdrawing groups when attached to hydrocarbon chain. Which one has greater electron withdrawing power? The $\...
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179 views

Which substitutent should be placed on axial position in SCl2(OCH3)2?

According to Bent's rule, in $\mathrm{sp^3d}$ more electronegative element is placed on the axial position, so between $\ce{Cl}$ and $\ce{OCH3}$ in $\ce{SCl2(OCH3)2}$ which should be placed on axial ...
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Does an electronegative atom which carries a negative formal charge withdraw electrons by induction?

Electronegative atoms withdraw electrons by their inductuve effect. Does this fact remain true even when they are heavily loaded with electrons through negative formal charge? Are these two ideas ...
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Evaluating inductive effects in cyclic compounds

I was required to find the products on heating the hydroxide of; Now it's easy enough to find the answer; Hoffman elimination isn't going to happen from the methyl, and the n-propyl doesn't have $\...
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208 views

Does the benzene ring in styrene show a negative inductive effect on the ethenyl group?

I know that a group exerts an inductive effect on another one if there is a difference in electronegativity. In the case of styrene (1) all the atoms are sp2-hybridized. So, how could the phenyl ring ...
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139 views

How does the relative acidity of 2,3-dinitrophenol compare to that of 2,4-dinitrophenol?

I am assuming that the -I inductive effect in 2,3-dinitrophenol is stronger than in 2,4-dinitrophenol since it operates through less bonds, therefore on inductive grounds it should have a lower $\...
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1k views

Which of the following groups show +M and -I effect?

Which of the following group show +M and -I effect? (A) $\ce{-\underset{\underset{\huge O}{||}}{C}-F}$ (B) $\ce{-\underset{\underset{\huge O}{||}}{C}-OR}$ (C) $\ce{-O^-}$ (D) $\ce{-OH}$ Answer is ...
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Why is C2H5 a stronger +I group than CH3?

While reading about the basic character of amines, I came across a note which said that $\ce{CH3-CH2-NH2}$ is more stable than $\ce{CH3-NH2}$ as $\ce{C2H5}$ is a stronger +I group than $\ce{CH3}$. ...
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103 views

Mechanism of substitution for disubstituted benzene

Here, I count the individual effects of the two oppositely directing groups. I assume that the deactivation of $\ce{NO_2}$ group at ortho and meta positions is higher. While bromination, I get the ...
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250 views

The most acidic hydrogen among ethane, ethene, ethyne and allene

Among $$\ce{CH3-CH3}\qquad\ce{CH2=CH2}\qquad\ce{HC≡CH}\qquad\ce{CH2=C=CH2}$$ I need to find out the one having highest acidic hydrogen. As per my observations, there are two equivalent resonating ...
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How come the methyl group (-CH3) is electron donating?

If the inductive effect operates purely through electronegativity differences, how come the methyl group is considered to donate electrons through the inductive effect? My textbook says that there is ...
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38 views

Why is the carbanion stability order the way it is? (3*<2*<1*)

According to the lecture notes I made, a 1* carbanion is more stable than a 3* carbanion. I can't grasp exactly why. (I had a look at the similar questions, the answers didn't help) With my very ...
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39 views

Comparing nucleophilic strengths of tetrahydropyran and (2R,6R)-2,6 dimethyltetrahydropyran

Compare the nucleophilic strengths of the following two compounds: According to me it should be the second one, that is, (2R,6R)-2,6-dimethyltetrahydropyran because the methyl groups would exert +I ...
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45 views

Combined Effect of Steric Inhibition of Resonance and Inductive Effect

While qualitatively comparing the acidic nature of o-methyl benzoic acid and benzoic acid, we consider the steric effect due to which the $\ce{-COOH}$ group loses its planarity and the +M effect of $\...
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120 views

Inductive effect of acetyl group

Question: Since the acetyl group provides $-M$, methyl $+I$ and chlorine $-I$, it is obvious that the correct order is as given in option $(a)$ However while solving such questions I would compare ...
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209 views

Does the electron displacement effect act only on sigma electrons?

Our teacher told us that the inductive effect or the electron displacement effect can only affect the sigma electrons. I did not understand why this should be. I reasoned it can not affect the pi ...
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Problem in defining the Inductive effect

Inductive effect is introduced in many textbooks by giving an example of an alkyl halide $R-X$. The bond C1-X is polar due to electronegativity difference, therefore X gains partial negative charge ∆(-...
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Comparison between groups with -I effects

So I have a few questions in my book that require me to compare between two different groups on the basis of their -I effects. I have a few questions on this that have been bugging me for quite a ...
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76 views

Para effects on substituents in aromatic compounds

I wanted to know how to compare the following compounds on basis of acidic strength. I have to find the acidic strength of following compounds with $\mathrm{X}=\ce{CH3, \ OCH3,}$ and $\ce{NO2}$. For ...
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2k views

Stability order of methy benzyl cations?

I know that meta position shown no resonance effect and hyperconjugation effect . So According to the order given I guess Hyperconjugating effect is taken into account as -CH3 has no Resonance effects....
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484 views

Give the order of nucleophilic addition reaction in the following -

I am confused that whether we should take only inductive or hyperconjugation effect also into consideration while finding the order. As the answer in the book is only according to inductive effect . ...