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Match the reactions given in Column I with the types of reactions given in Column II. Column I Column II (i) (a) Nucleophilic aromatic substitution (ii) CHX3−CH=CHX2+HBr⟶CHX3−CH−CHX3.............. - Chemistry

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प्रश्न

Match the reactions given in Column I with the types of reactions given in Column II.

  Column I Column II
(i) (a) Nucleophilic aromatic substitution
(ii) \[\begin{array}{cc}
\ce{CH3 - CH = CH2 + HBr -> CH3 - CH - CH3}\\
\phantom{............................}|\phantom{}\\
\phantom{.............................}\ce{Br}\phantom{}
\end{array}\]
(b) Electrophilic aromatic substitution
(iii) (c) Saytzeff elimination
(iv) (d) Electrophilic addition
(v) \[\begin{array}{cc}
\ce{CH3  CH2 CH CH3 ->[alc.KOH] CH3  CH = CH CH3}\\
\phantom{}|\phantom{..........................}\\
\phantom{}\ce{Br}\phantom{........................}
\end{array}\]
(e) Nucleophilic substitution (SN1)
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उत्तर

  Column I Column II
(i) (b) Electrophilic aromatic substitution
(ii) \[\begin{array}{cc}
\ce{CH3 - CH = CH2 + HBr -> CH3 - CH - CH3}\\
\phantom{............................}|\phantom{}\\
\phantom{.............................}\ce{Br}\phantom{}
\end{array}\]
(d) Electrophilic addition
(iii) (e) Nucleophilic substitution (SN1)
(iv) (a) Nucleophilic aromatic substitution
(v) \[\begin{array}{cc}
\ce{CH3  CH2 CH CH3 ->[alc.KOH] CH3  CH = CH CH3}\\
\phantom{}|\phantom{..........................}\\
\phantom{}\ce{Br}\phantom{........................}
\end{array}\]
(c) Saytzeff elimination

Explanation:

(i) In this reaction, an electrophile CF attacks on to the benzene ring and substitution takes place.

(ii) In this reaction, addition of \[\ce{HBr}\] takes place on to the doubly bonded carbons of propene in accordance with Markownikoff’s rule and electrophilic addition takes place.

(iii) In this reaction, the reactant is secondary halide. Here, halogen atom is substituted by hydroxyl ion. As it is secondary halide so it follows SN1 mechanism.

(iv) In this reaction, halogen atom is directly bonded to aromatic ring. So, it is nucleophilic aromatic substitution as OH group has substituted halogen of given compound.

(v) It is an elimination reaction. It follows Saytzeff elimination rule.

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अध्याय 10: Haloalkanes and Haloarenes - Exercises [पृष्ठ १४६]

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एनसीईआरटी एक्झांप्लर Chemistry [English] Class 12
अध्याय 10 Haloalkanes and Haloarenes
Exercises | Q IV. 82. | पृष्ठ १४६

संबंधित प्रश्न

Write the structure of an isomer of compound C4H9Br which is most reactive towards SN1 reaction


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

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


How the following conversion can be carried out?

Ethyl chloride to propanoic acid.


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


What is the action of the following on ethyl bromide:
moist silver oxide


Which compound in the following pair reacts faster in SN2 reaction with OH?

  1. CH3Br or CH3
  2. CH3Cl, (CH3)3CCl

Which of the following is an example of SN2 reaction?


Tertiary alkyl halides are practically inert to substitution by SN2 mechanism because of ____________.


Among the following, the dissociation constant is highest for:


SN1 reaction of alkyl halides lead to ___________.


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


Complete the following analogy:

Same molecular formula but different structures: A : : Non superimposable mirror images: B


Which reagent will you use for the following reaction?

\[\ce{CH3CH2CH2CH3 -> CH3CH2CH2CH2Cl + CH3CH2CHClCH3}\]


Compound ‘A’ with molecular formula \[\ce{C4H9Br}\] is treated with aq. \[\ce{KOH}\] solution. The rate of this reaction depends upon the concentration of the compound ‘A’ only. When another optically active isomer ‘B’ of this compound was treated with aq. \[\ce{KOH}\] solution, the rate of reaction was found to be dependent on concentration of compound and \[\ce{KOH}\] both.

(i) Write down the structural formula of both compounds ‘A’ and ‘B’.

(ii) Out of these two compounds, which one will be converted to the product with inverted configuration.


How do polar solvents help in the first step in SN1 mechanism?


Why are aryl halides less reactive towards nucleophilic substitution reactions than alkyl halides?


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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