Question
Question: In the reaction: \( Ethanol\xrightarrow{{PC{l_5}}}X\xrightarrow{{Alc.KOH}}Y\xrightarrow[{{H_2}O,\...
In the reaction:
EthanolPCl5XAlc.KOHYH2SO4,Room temp.H2O,ΔZ , the product Z is:
1.\;\;\;\;\;\;{C_2}{H_4} \\\
2.\;\;\;\;\;\;C{H_3}C{H_2}OC{H_2}C{H_3} \\\
3.\;\;\;\;\;\;C{H_3}C{H_2}OS{O_3}H \\\
4.\;\;\;\;\;\;C{H_3}C{H_2}OH \\\
Solution
Hint : For solving this question, try to recall first how ethanol reacts with phosphorus (V) chloride (PCl5) . Then that product will react with Alcoholic KOH and undergo nucleophilic substitution to give you ‘Y’ finally this will undergo a hydration reaction to give the final product ‘Z’.
Complete Step By Step Answer:
In the above question, we are given a series of continuous reactions taking place and we have to identify the last product ‘Z’ formed at the end of the reaction. But only after finding ‘X’ and ‘Y’ you will get what is ‘Z’.
The reaction given is:
EthanolPCl5XAlc.KOHYH2SO4,Room temp.H2O,ΔZ
Let us break the reaction series into smaller reactions to arrive at the final product. So first reaction is
EthanolPCl5X
Ethanol reacts with phosphorus (V) chloride (PCl5) to give chloroethane. Here nucleophilic substitution takes place. Along with Chloroethane white misty fumes of HCl are produced in the air. And so our compound ‘X’ is chloroethane.
EthanolPCl5CH3CH2Cl
Next in the second reaction chloroethane is reacting with Alcoholic KOH . During the reaction Alcoholic KOH which is a strong base will abstract hydrogen from the β -carbon of the chloroethane and one molecule of HCl will be eliminated giving an alkene. So in our case the alkene formed is ethene. Hence the reaction is taking place as follows:
CH3CH2ClAlc.KOHCH2=CH2
In the last step, ethene reacts with H2SO4 and H2O at room temperature to give the final product. Ethene on reacting with H2SO4 undergoes hydration reaction and the product formed is ethyl alcohol. So the reaction takes place in following way:
CH2=CH2H2SO4,Room temp.H2O,ΔCH3CH2OH
Thus we combine all the individual reactions together the complete reaction series is as follows:
EthanolPCl5(X)CH3CH2ClAlc.KOH(Y)CH2=CH2H2SO4,Room temp.H2O,Δ(Z)CH3CH2OH Therefore the product ‘Z’ is ethyl alcohol CH3CH2OH
Hence the correct option is 4.CH3CH2OH .
Note :
For such a problem analyzing the reaction series properly is important. Identify how each reagent is used properly and try to recall in which types of reactions they are used and how they react with the reactant. Sometimes in place of PCl5 , PBr5 may be present since both Cl and Br are halogens PBr5 will react in the same manner how PCl5 reacted with ethanol.