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प्रश्न
Aryl halides are extremely less reactive towards nucleophilic substitution. Predict and explain the order of reactivity of the following compounds towards nucleophilic substitution:
| (I) |  |
| (II) |  |
| (III) |  |
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उत्तर
After the attachment of the nucleophile at the carbon carrying -Cl, the intermediate compound is stabilised due to resonance. Due to electron-withdrawing nature of-NO2, the nucleophile is easily attached to the benzene ring. Greater the number of -NO2 groups in the molecule, greater will be the ease with which the nucleophile will be attached. Hence, the order of reactivity is III > II > I.
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संबंधित प्रश्न
Which alkyl halide from the following pair would you expect to react more rapidly by an SN2 mechanism? Explain your answer.
CH3CH2CH2CH2Br or \[\begin{array}{cc}
\ce{CH3CH2CHCH3}\\
\phantom{.....}|\\
\phantom{.......}\ce{Br}\
\end{array}\]
How will you bring about the following conversion?
Toluene to benzyl alcohol
The stability order for carbocation is _______.
(A) 2° > 3° > 1°
(B) 3° > 2° > 1°
(C) 3° > 1° > 2°
(D) 1° > 3° > 2°
Identify 'A' in the following reaction -
(a) 2- Bromo-2 methylbutane
(b) 1 -Bromo-2,2-dimethylpropane
(c) 1 - Bromo - 3 -methylbutane
(d) 1 - Bromo- 2 -methylpropane
Answer the following question.
Write one stereochemical difference between SN1 and SN2 reactions.
Most reactive halide towards SN1 reaction is ____________.
SN2 mechanism proceeds through intervention of ____________.
Which of the following is an optically active compound?
Among the following, the dissociation constant is highest for:
Which of the following undergoes nucleophilic substitution exclusively by SN1 mechanism?
The correct order of increasing the reactivity of C–X bond towards nucleophile in following compounds.
(I)
(II)
(CH3)3CCl
(III)
(CH3)2CHCl
(IV)
The increasing order of reactivity towards SN1 mechanism is:
(I) \[\begin{array}{cc}
\ce{CH3-CH-CH2-CH3}\\
|\phantom{........}\\
\ce{CH3}\phantom{.....}
\end{array}\]
(II) CH3CH2CH2Cl
(III) P–CH3O–C6H4–CH2Cl
Which reagent will you use for the following reaction?
\[\ce{CH3CH2CH2CH3 -> CH3CH2CH2CH2Cl + CH3CH2CHClCH3}\]
A primary alkyl halide would prefer to undergo ______.
Which of the compounds will react faster in SN1 reaction with the –OH ion?
\[\ce{CH3-CH2-Cl}\] or \[\ce{C6H5-CH2-Cl}\]
In which reaction mechanism carbocation is formed?
The major product formed in the following reaction is:
In SN1 reactions, the correct order of reactivity for the following compounds:
CH3Cl, CH3CH2Cl, (CH3)2CHCl and (CH3)3CCl is ______.
Assertion (A) : Nucleophilic substitution of iodoethane is easier than chloroethane.
Reason (R) : Bond enthalpy of C-I bond is less than that of C-Cl bond.
