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प्रश्न
Which would undergo SN2 reaction faster in the following pair and why ?
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उत्तर
Primary alkyl halides prefer to undergo SN2 reactions than tertiary alkyl halides because of less steric hindrance experienced by the approaching nucleophile. Hence, out of the given pair (CH3−CH2−Br) would undergo SN2 reaction faster.
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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 \[\begin{array}{cc}
\ce{CH3CH2CHCH3}\\
\phantom{...}|\\
\phantom{....}\ce{Br}\
\end{array}\]
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
What happens when chlorobenzene is subjected to hydrolysis?
Which of the following is an example of SN2 reaction?
The correct order of increasing the reactivity of C–X bond towards nucleophile in following compounds.
(I)
(II)
(CH3)3CCl
(III)
(CH3)2CHCl
(IV)
Write the structures and names of the compounds formed when compound ‘A’ with molecular formula, \[\ce{C7H8}\] is treated with \[\ce{Cl2}\] in the presence of \[\ce{FeCl3}\].
Among the following compounds I - IV, which one forms a yellow precipitate on reacting sequentially with (i) NaOH (ii) dil. HNO3 (iii) AgNO3?
 |
 |
 |
 |
| I | II | III | IV |
In SN1 reactions, the correct order of reactivity for the following compounds:
CH3Cl, CH3CH2Cl, (CH3)2CHCl and (CH3)3CCl is ______.
The following questions are case-based questions. Read the passage carefully and answer the questions that follow:
|
Nucleophilic Substitution: Influences of solvent polarity: 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
Which alkyl halide from the following pair would you expect to react more rapidly by an SN2 mechanism? Explain your answer.
\[\begin{array}{cc}\ce{CH3CH2CHCH3}\\\phantom{...}|\\\phantom{....}\ce{Br}\end{array}\] or \[\begin{array}{cc}\phantom{.....}\ce{CH3}\\\phantom{..}|\\\ce{H3C - C - Br}\\\phantom{..}|\\\phantom{....}\ce{CH3}\end{array}\]
