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16.
An unknown alkyl halide $$(A)$$ reacts with alcoholic $$KOH$$ to produce a hydrocarbon $$\left( {{C_4}{H_8}} \right)$$ as the major product. Ozonolysis of the hydrocarbon affords one mole of propanaldehyde and one mole of formaldehyde. Suggest which organic compound among the following is the correct structure of the above alkyl halide $$(A)?$$
A
$$C{H_3}CHBrC{H_2}C{H_3}$$
B
$$C{H_3}CH\left( {Br} \right)CH\left( {Br} \right)C{H_3}$$
The benzyne is an intermediate of this type of reaction.
19.
Consider the following $${S_N}2$$ reactions
$$\eqalign{
& \left( {\text{i}} \right)RX + {Y^ - } \to R - Y + {X^ - } \cr
& \left( {{\text{ii}}} \right)RX + Y \to R - {Y^ + } + {X^ - } \cr
& \left( {{\text{iii}}} \right)R{X^ + } + {Y^ - } \to R - Y + X \cr
& \left( {{\text{iv}}} \right)R{X^ + } + Y \to R - {Y^ + } + X \cr} $$
In which reactions there is large increase and large decrease in rate of reaction respectively with increase in polarity of the solvent?
For (ii) : Transition state is more stabilised than reactant.
For (iii) : Reactants are more stabilised than transition state. Hence, rate of reaction is affected accordingly.
20.
In $${S_N}2$$ reactions the sequence of bond breaking and bond formation is as follows
A
bond breaking is followed by formation
B
bond formation is followed by breaking
C
bond breaking and formation occur simultaneously
D
bond breaking and formation take place randomly
Answer :
bond breaking and formation occur simultaneously