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Question
What is the action of the following on ethyl bromide:
moist silver oxide
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Solution
\[\ce{2C2H5Br + Ag2O->C2H5 - O - C2H5 + 2AgBr}\]
\[\ce{Ag2O + H2O -> 2AgOH}\]
\[\ce{AgOH + C2H5Br -> C2\underset{\text{Ethanol}}{H5OH} + AgBr }\]
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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)
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(ii)
OR
(c) Arrange the following in the increasing order of their reactivity towards SN1 reactions: (2)
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(ii) 1-Bromo-3-methylbutane, 2-Bromo-2-methylbutane, 2-Bromo-3- methylbutane
Assertion (A): 
undergoes SN2 reactions faster than 
.
Reason (R): Iodine is a better leaving group because of its large size.
In the light of the above statements, choose the correct answer from the options given below:
