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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
Which would undergo SN1 reaction faster in the following pair and why?
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 structure of the major organic product in the following reaction:
\[\ce{CH3CH(Br)CH2CH3 + NaOH ->[water]}\]
The stability order for carbocation is _______.
(A) 2° > 3° > 1°
(B) 3° > 2° > 1°
(C) 3° > 1° > 2°
(D) 1° > 3° > 2°
What is the action of the following on ethyl bromide
alcoholic solution of potassium hydroxide.
In a coordination entity of the type [PtCl2(en)2]2+ which isomer will show optical isomerism?
In the reaction, \[\ce{R - X + NaOR' -> ROR’ + X}\] ( – ve ion). The main product formed is:
Which compound in the following pair reacts faster in SN2 reaction with OH–?
- CH3Br or CH3
- CH3Cl, (CH3)3CCl
Which one is most reactive towards SN1 reaction?
Tertiary alkyl halides are practically inert to substitution by SN2 mechanism because of ____________.
Which of the following is the correct order of decreasing SN2 reactivity?
SN1 reaction of alkyl halides lead to ___________.
Which of the following alkyl halides will undergo SN1 reaction most readily?
Which reagent will you use for the following reaction?
\[\ce{CH3CH2CH2CH3 -> CH3CH2CH2CH2Cl + CH3CH2CHClCH3}\]
How do polar solvents help in the first step in SN1 mechanism?
Cyanide ion acts as an ambident nucleophile. From which end it acts as a stronger nucleophile in aqueous medium? Give reason for your answer.
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:
|
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
Explain why Grignard reagents should be prepared under anhydrous conditions.
The correct order of increasing reactivity of
C-X bond towards nucleophile in the following compounds is:
