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

Write the structure of the major organic product in the following reaction: CH3CH2Br + KCN ->[aq. ethanol]

Advertisements
Advertisements

प्रश्न

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

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

रासायनिक समीकरण/संरचनाएँ
Advertisements

उत्तर

\[\ce{\underset{Bromoethane}{CH3CH2Br} + KCN ->[aq{.} ethanol][(nucleophilic substitution)] \underset{Propanenitrile}{CH3CH2CN} + KBr}\]

shaalaa.com
  क्या इस प्रश्न या उत्तर में कोई त्रुटि है?
अध्याय 6: Haloalkanes and Haloarenes - Exercises [पृष्ठ १९०]

APPEARS IN

एनसीईआरटी Chemistry Part 1 and 2 [English] Class 12
अध्याय 6 Haloalkanes and Haloarenes
Exercises | Q 6.14 (iv) | पृष्ठ १९०
नूतन Chemistry [English] Class 12 ISC
अध्याय 6 Haloalkanes and Haloarenes
SHORT ANSWER TYPE QUESTIONS | Q 51. (iv) | पृष्ठ ६१२

संबंधित प्रश्न

 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 isomers of the compound having the formula C4H9Br.


What are ambident nucleophiles? Explain with an example.


What is the action of the following on ethyl bromide?

silver acetate


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


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


Most reactive halide towards SN1 reaction is ____________.


SN2 mechanism proceeds through intervention of ____________.


Which of the following compounds is optically active?


The reaction of C6H5–CH=CH–CH3 with HBr produces:


Complete the following analogy:

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


Elimination reactions (especially β-elimination) are as common as the nucleophilic substitution reaction in case of alkyl halides. Specify the reagents used in both cases.


Which one of the following compounds is more reactive towards SN1 reaction?


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

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


 Acetic anhydride from acetic acid


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 \[\begin{array}{cc}\phantom{.......}\ce{CH3}\\
\phantom{...}|\\
\ce{H3C - C - Br}\\
\phantom{...}|\\
\phantom{.......}\ce{CH3}\\
\end{array}\]


Which alkyl halide from the following pair would you expect to react more rapidly by an SN2 mechanism? Explain your answer.

\[\begin{array}{cc}
\ce{CH3CHCH2CH2Br}\\
|\phantom{.............}\\
\ce{CH3}\phantom{..........}\\
\end{array}\] or \[\begin{array}{cc}
\ce{CH3CH2CHCH2Br}\\
|\\
\phantom{...}\ce{CH3}\\
\end{array}\]


The compound that will undergo SN1 reaction with the fastest rate is:


Share
Notifications

Englishहिंदीमराठी


      Forgot password?
Use app×