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प्रश्न
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.
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उत्तर
Alkyl halides undergo nucleophilic substitution as well as elimination (Beta-elimination) reaction. However, by proper choice of reagents and reaction conditions, a particular product can be obtained. Usually strong and bulky bases and high temperature favour elimination reactions while weaker and smaller bases and lower temperature favour substitution reactions. For example, ethyl bromide on heating with alcoholic KOH (which contain stronger base, \[\ce{C2H5O}\] ion) at about 473-523 K undergoes elimination to give ethene. But with aqueous \[\ce{KOH}\] at about 373 K, it gives ethanol.
\[\ce{CH3CH2Br ->[alc.KOH][473-523 K] CH2 = CH2 (Elimination)}\]
\[\ce{CH3CH2Br ->[aq.KOH][373 K] CH3CH2OH (Substitution)}\]
Nucleophilic substitution: Reagents used nucleophilies like \[\ce{- \overset{-}{O}H, NH3, \overset{-}{C} ≡ N;, AgCN:, O = N - O, \overset{-}{O}R}\]' etc. also, alc. \[\ce{KOH}\] at lower temperature (373 K) undergoes substitution reaction.
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संबंधित प्रश्न
Write the major products(s) in the following:
Write the structure of the major organic product in the following reaction:
\[\ce{CH3CH(Br)CH2CH3 + NaOH ->[water]}\]
Arrange the compounds of the following set in order of reactivity towards SN2 displacement:
2-Bromo-2-methylbutane, 1-Bromopentane, 2-Bromopentane
How the following conversion can be carried out?
Ethyl chloride to propanoic acid.
C–Cl bond length in chlorobenzene is shorter than C–Cl bond length in CH3–Cl.
What is the action of the following on ethyl bromide?
silver acetate
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 one of the following halogen compounds is difficult to be hydrolysed by SN1 mechanism?
Optically active isomers but not mirror images are called ____________.
The process of separation of a racemic modification into d and l-enantiomers is called ____________.
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.
Cyanide ion acts as an ambident nucleophile. From which end it acts as a stronger nucleophile in aqueous medium? Give reason for your answer.
Chlorination of alkanes is an example of
When CH3CH2CHCl2 is treated NaNH2 product formed is:-
Which one of the following compounds is more reactive towards SN1 reaction?
The following questions are case-based questions. Read the passage carefully and answer the questions that follow:
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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
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.
Identify the product in the following reaction: 
Discuss SN2 mechanism of methyl bromide using aqueous KOH.
Which of the following is halogen exchange reaction?
