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

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

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प्रश्न

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.

टीपा लिहा
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उत्तर

(i) The given reaction follows SN2 mechanism.

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

Explanation:

In the given reaction, alkyl halide is primary in nature. Here, a transitory state is observed in which one bond is broken and one bond is formed synchronously he., in one step. So, it follows SN2 mechanism.

In this mechanism, nucleophile attacks the carbon at 180° to the leaving group. So the reactant and product have opposite configuration.

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पाठ 10: Haloalkanes and Haloarenes - Exercises [पृष्ठ १४०]

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एनसीईआरटी एक्झांप्लर Chemistry Exemplar [English] Class 12
पाठ 10 Haloalkanes and Haloarenes
Exercises | Q II. 33. | पृष्ठ १४०

संबंधित प्रश्‍न

In the following pair of halogen compounds, which compound undergoes a faster SN1 reaction?


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

CH3Br or CH3I


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

1-Bromo-3-methylbutane, 2-Bromo-2-methylbutane, 2-Bromo-3-methylbutane


Which would undergo SN2 reaction faster in the following pair and why ?

CH3 – CH2 ​– Br and CH3 ​– CH2 ​– I


In a coordination entity of the type [PtCl2(en)2]2+ which isomer will show optical isomerism?


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 \[\ce{R-O-N=O}\]

Most reactive halide towards SN1 reaction is ____________.


In the SN1 reaction, racemization takes place. It is due to:


Optically active isomers but not mirror images are called ____________.


Isopropyl chloride undergoes hydrolysis by:


An important chemical method to resolve a racemic mixture makes use of the formation of ______.


Which of the following compounds is optically active?


Racemic compound has ____________.


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.


Chlorination of alkanes is an example of


Which of the following compounds will show retention in configuration on nucleophile substitution by OH ion?


The decreasing order of reactivity of the following compounds towards nucleophilic substitution (SN2) is ______.






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


Discuss the mechanism of alkaline hydrolysis of methyl bromide.


HCI, Major product ______.


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