मराठी

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.

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प्रश्न

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.

पर्याय

  • Both (A) and (R) are true and (R) is the correct explanation of (A).

  • Both (A) and (R) are true, but (R) is not the correct explanation of (A).

  • (A) is true, but (R) is false.

  • (A) is false, but (R) is true.

MCQ
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उत्तर

Both (A) and (R) are true and (R) is the correct explanation of (A).

Explanation:

Iodine is a better leaving group than chlorine because of its larger size, it will be released at a higher rate in the presence of an incoming nucleophile.

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2022-2023 (March) Outside Delhi Set 1

व्हिडिओ ट्यूटोरियलVIEW ALL [1]

संबंधित प्रश्‍न

Out of , which is more reactive towards SN1 reaction and why?


What are ambident nucleophiles? Explain with an example.


Write the structure of the major organic product in the following reaction:

\[\ce{CH3CH2CH2OH + SOCl2 ->}\]


Out of C6H5CH2Cl and C6H5CHClC6H5, which is more easily hydrolysed by aqueous KOH.


Which of the following pairs is/are correctly matched?

  Reaction Product
I RX + AgCN RNC
II RX + KCN RCN
III RX + KNO2 \[\begin{array}{cc}
\phantom{.......}\ce{O}\\
\phantom{.....}/\\
\ce{R - N}\phantom{....}\\
\phantom{.....}\backslash\backslash\\
\phantom{.......}\ce{O}
\end{array}\]
IV RX + AgNO2 \[\ce{R-O-N=O}\]

Which one is most reactive towards SN1 reaction?


Which of the following statements are correct about the kinetics of this reaction?

(i) The rate of reaction depends on the concentration of only (b).

(ii) The rate of reaction depends on concentration of both (a) and (b).

(iii) Molecularity of reaction is one.

(iv) Molecularity of reaction is two.


When CH3CH2CHCl2 is treated NaNH2 product formed is:-


Complete the reaction with the main product formed:


The following questions are case-based questions. Read the passage carefully and answer the questions that follow:

Nucleophilic Substitution:
Nucleophilic substitution reaction of haloalkane can be conducted according to both SN1 and SN2 mechanisms. SN1 is a two-step reaction, while SN2 is a single-step reaction. For any haloalkane, which mechanism is followed depends on factors such as the structure of haloalkane, properties of leaving group, nucleophilic reagent and solvent.

Influences of solvent polarity:
In SN1 reaction, the polarity of the system increases from the reactant to the transition state, because a polar solvent has a greater effect on the transition state than the reactant, thereby reducing activation energy and accelerating the reaction. In SN2 reaction, the polarity of the system generally does not change from the reactant to the transition state, and only charge dispersion occurs. At this time, the polar solvent has a great stabilizing effect on Nu than the transition state, thereby increasing activation energy and slow down the reaction rate. For example, the decomposition rate (SN1) of tertiary chlorobutane at 25°C in water (dielectric constant 79) is 300000 times faster than in ethanol (dielectric constant 24).

The reaction rate (SN2) of 2-bromopropane and NaOH in ethanol containing 40% water is twice slower than in absolute ethanol. Hence the level of solvent polarity has an influence on both SN1 and SN2 reactions but with different results. Generally speaking, a weak polar solvent is favourable for SN2 reaction, while a strong polar solvent is favourable for SN1. Generally speaking, the substitution reaction of tertiary haloalkane is based on SN1 mechanism in solvents with a strong polarity (for example ethanol containing water).

Answer the following questions:

(a) Why racemisation occurs in SN1? (1)

(b) Why is ethanol less polar than water? (1)

(c) Which one of, the following in each pair is more reactive towards SN2 reaction? (2)

(i) CH3 – CH2 – I or CH3CH2 – Cl

(ii)

OR

(c) Arrange the following in the increasing order of their reactivity towards SN1 reactions: (2)

(i) 2-Bromo-2-methylbutane, 1-Bromo-pentane, 2-Bromo-pentane

(ii) 1-Bromo-3-methylbutane, 2-Bromo-2-methylbutane, 2-Bromo-3- methylbutane


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