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Hyperconjugation - Practice Questions & MCQ

Edited By admin | Updated on Sep 18, 2023 18:35 AM | #JEE Main

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  • 39 Questions around this concept.

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IUPAC name of the following compound is

The compound which has one isopropyl group is:

The IUPAC name for

 

Arrange the following nucleophile in decreasing order of their nucleophilicity 

1) $\mathrm{CH}_3-\mathrm{CO}-\mathrm{O}^{-}$
2) $\mathrm{CH}_3-\mathrm{O}^{-}$
3) $C N^{-}$

4)  

Which of the following alkane is most stable

Hyperconjugation involves delocalisation of ______.

(i) electrons of carbon-hydrogen \sigma bond of an alkyl group directly attached to an atom of unsaturated system.

(ii) electrons of carbon-hydrogen \sigma bond of alkyl group directly attached to the positively charged carbon atom.

(iii) \pi-electrons of carbon-carbon bond

(iv) lone pair of electrons

Which one of the following groupings represents a collection of isoelectronic species?

(At. nos.: Cs-­55, Br­-35)

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The compound which will have the lowest rate towards nucleophilic aromatic substitution on treatment with OH-is

The correct order of statbility for the following alkoxides is:

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The electrophile, $E^{\oplus}$ attacks the benzene ring to generate the intermediate $\sigma$ - complex. Of the following, which $\sigma$-complex is of lowest energy?

 

Concepts Covered - 3

Hyperconjugation

Hyperconjugation is a general stabilising interaction. It involves delocalisation of σ electrons of C—H bond of an alkyl group directly attached to an atom of unsaturated system or to an atom with an unshared p orbital. The σ electrons of C—H bond of the alkyl group enter into partial conjugation with the attached unsaturated system or with the unshared p orbital. Hyperconjugation is a permanent effect.
To understand hyperconjugation effect, let us take an example of CH3CH2+(ethyl cation) in which the positively charged carbon atom has an empty p orbital. One of the C-H bonds of the methyl group can align in the plane of this empty p orbital and the electrons constituting the C-H bond in plane with this p orbital can then be delocalised into the empty p orbital as shown in the figure given below:

This type of overlap stabilises the carbocation because electron density from the adjacent σ bond helps in dispersing the positive charge.

In general, greater the number of alkyl groups attached to a positively charged carbon atom, the greater is the hyperconjugation interaction and stabilisation of the cation. Thus, we have the following relative stability of carbocations:

Hyperconjugation is also possible in free radicals, alkenes and alkylarenes.

In general, greater the number of hyperconjugative structures, greater is the stability.

Nomenclature of Compounds(Arenes) - 1

The IUPAC names and common names of some of the compounds are given below:

                        
IUPAC name - Methylbenzene                            
Common name - Toluene


IUPAC name - Ethenylbenzene
Common name - Styrene

 


IUPAC name - 2-Methylphenol
Commoon name - o-Cresol

Application of Electrophile and Nucleophile

Electrophiles: These are those species that accept electrons. Usually, they are positively charged species.

\text { Neutral electrophiles : } \mathrm{BF}_{3}, \mathrm{R}, \mathrm{CR}_{2}, \mathrm{AlCl}_{3}, \mathrm{FeCl}_{3}

\textrm{Positive electrophiles : } \mathrm{H}^{+}, \mathrm{H}_{3} \mathrm{O}^{+}, \mathrm{Cl}^{+}, \mathrm{Br}^{+}, \mathrm{I}^{+}, \mathrm{N}^{+} \mathrm{O}_{2}, \mathrm{~N}^{+} \mathrm{O}, \mathrm{R}^{+}

Nucleophiles: These are those species which has a tendency to donate electrons pairs or react at electron-poor sites.

Study it with Videos

Hyperconjugation
Nomenclature of Compounds(Arenes) - 1
Application of Electrophile and Nucleophile

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Books

Reference Books

Hyperconjugation

Chemistry Part II Textbook for Class XI

Page No. : 355

Line : 42

Nomenclature of Compounds(Arenes) - 1

Chemistry Part II Textbook for Class XI

Page No. : 343

Line : 1

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