Question
Question: Ethanol \[\xrightarrow{{PB{r_3}}}\]X \[\xrightarrow{{alc.KOH}}\]Y \[\xrightarrow[{(ii){H_2}O,heat}]{...
Ethanol PBr3X alc.KOHY (i)H2SO4roomTemperature(ii)H2O,heatZ;
The product Z in the above reaction is:
A.CH3CH2−OH
B.CH2=CH2
C.CH3CH2−O−CH2CH3
D.CH3CH2−O−SO3H
Solution
Sulphuric acid, H2SO4is known as the dehydrating agent. It removes water from the compound. It reduces carboxylic acids to alcohols and forms intermediate products ketones and aldehydes before reaching the final product.
Complete answer:
PBr3converts alcohols into alkyl bromides. If the alcohol is primary (1∘) and secondary(2∘), PBr3is preferred. When the alcohol has tertiary (3∘) alkyl group, HBr is used to get the desired alkyl halide. Since the primary reactant is (1∘) alcohol, so PBr3is used.
The reaction occurs as follows:
C2H5OHPBr3C2H5Br
(Reactant)
Now, X is an alkyl halide, named as Ethyl bromide with chemical formulaC2H5Br.
KOH (alcoholic) supports elimination reactions. So alkyl halide gets reduced to alkene. The reaction proceeds as:
C2H5BrAlc.KOHCH2=CH2
And in the final step, thoughH2SO4is a dehydrating agent, we add water in the next step, heating it simultaneously. The reaction occurs as:
CH2=CH2(i)H2SO4roomTemperature(ii)H2O,heatC2H5OH
The overall reaction is as follows:
C2H5OHPBr3C2H5BrAlc.KOHCH2=CH2(i)H2SO4roomTemperature(ii)H2O,heatC2H5OH
So option A. CH3CH2OH is the correct answer to the given question.
Note:
KOH (alcoholic) dissociates to giveRO− and H+ions and this results in elimination reaction.Sulfuric acid is known as Oil of vitriol. With the variation in percentage concentration of this reagent, the reactants give different products.