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कर्नाटक बोर्ड पी.यू.सी.पीयूसी विज्ञान 2nd PUC Class 12

What happens when methyl chloride is treated with KCN?

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प्रश्न

What happens when methyl chloride is treated with KCN?

अति संक्षिप्त उत्तर
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उत्तर

\[\ce{\underset{Methyl chloride}{CH3 - Cl} + KCN ->[EtOH-H2O, \Delta][nucleophilic substitution] \underset{Methyl cyanide}{CH3 - C ≡ N} + KCl}\]

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अध्याय 6: Haloalkanes and Haloarenes - Exercises [पृष्ठ १९१]

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एनसीईआरटी Chemistry Part 1 and 2 [English] Class 12
अध्याय 6 Haloalkanes and Haloarenes
Exercises | Q 6.22 (vi) | पृष्ठ १९१

संबंधित प्रश्न

How do you convert the following:

Ethanol to propanenitrile


 Give reasons for the following:

(CH3)3C–O–CH3 on reaction with HI gives (CH3)3C–I and CH3–OH as the main products and not (CH3)3C–OH and CH3–I.


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

\[\ce{CH3CH2Br + KCN ->[aq{.} ethanol]}\]


Arrange the compounds of the following set in order of reactivity towards SN2 displacement:

1-Bromobutane, 1-Bromo-2, 2-dimethylpropane, 1-Bromo-2-methylbutane, 1-Bromo-3-methylbutane


Arrange the following organic compounds in descending order of their reactivity towards SN1 reaction.

C6H5CH2Br, C6H5CH(C6H5)Br, C6H5CH(CH3)Br, C6H5C(CH3)(C6H5)Br


Which of the following reactions is an example of nucleophilic substitution reaction?


Which of the statements are correct about above reaction?

(i) (a) and (e) both are nucleophiles.

(ii) In (c) carbon atom is sp3 hybridised.

(iii) In (c) carbon atom is sp2 hybridised.

(iv) (a) and (e) both are electrophiles.


Which of the following statements are correct about this reaction?

(i) The given reaction follows SN2 mechanism.

(ii) (b) and (d) have opposite configuration.

(iii) (b) and (d) have same configuration.

(iv) The given reaction follows SN1 mechanism.


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.


Ethylene chloride and ethylidene chloride are isomers. Identify the correct statements.

(i) Both the compounds form same product on treatment with alcoholic KOH.

(ii) Both the compounds form same product on treatment with aq.NaOH.

(iii) Both the compounds form same product on reduction.

(iv) Both the compounds are optically active.


Which of the following is the definition of chirality?


Racemisation occurs in ______.


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.


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


An organic compound A with the molecular formula (+) C4H9Br undergoes hydrolysis to form (+) C4H9OH. Give the structure of A and write the mechanism of the reaction.


 Acetic anhydride from acetic acid


Discuss the mechanism of alkaline hydrolysis of methyl bromide.


Consider the reactions,

(i) \[\begin{array}{cc}
\phantom{}\ce{\underset{}{(CH3)2CH - CH2Br} ->[C2H5OH] \underset{}{(CH3)2CH - CH2OC2H5 + HBr}}\\
\end{array}\]

(ii) \[\begin{array}{cc}
\phantom{}\ce{\underset{}{(CH3)2CH - CH2Br} ->[C2H5O-] \underset{}{(CH3)2CH - CH2OC2H5 + Br-}}\\
\end{array}\]

The mechanisms of reactions (i) and (ii) are respectively:


Which of the following reactions is an example of nucleophilic substitution reaction?


Assertion (A): undergoes SN2 reactions faster than .

Reason (R): Iodine is a better leaving group because of its large size.

In the light of the above statements, choose the correct answer from the options given below:


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