
Give the structure and IUPAC names of the products expected from the following reaction:
A. Catalytic reduction of butanal.
B. Hydration of propene in the presence of dilute sulphuric acid.
C. Reaction of propanone with methylmagnesium bromide followed by hydrolysis.
Answer
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Hint: Try to write the process according to the chemical reaction happening in the presence of that reagent, there are some oxidizing agents which oxidize the group and also there are some reducing agents. The most commonly used reagent for reduction is hydrogen with nickel, nickel is the catalyst there. Always remember that on reduction of aldehyde we will get alcohol.
Complete step-by-step answer:
A. Catalytic reduction is the reduction in which reduction is taking place but in presence of some catalysis. We have butanal which is an aldehyde, for reduction we are using hydrogen in the presence of nickel metal \[H{}_2,Ni\]. Here nickel metal is a catalyst. On reducing butanal, it changes to butanol which is an alcohol.
B. Next we have propene, it means we have a three carbon compound with a double bond it is an unsaturated hydrocarbon. Now we have to do the hydrolysis of propene in the presence of dilute sulphuric acid $dil.\,{H_2}S{O_4}$. Let’s see by reaction that the double bond gets converted into a single bond and an alcoholic group gets introduced to the carbon atom having lesser number of hydrogen around double bond. Thus the addition takes place according to Markonikov rule.
C. We have Grignard reagent as methylmagnesium bromide $C{H_3} - MgBr$ and we have to add this reagent to propanone which is a ketone. Let’s see with the help of reaction that in the first step, the negative part of reagent which is methyl anion will attack on electrophilic carbon of propanone, then after hydrolysis we will get the secondary alcohols.
Note: In option C, during hydrolysis the bond between oxygen and magnesium will cleave such that oxygen will get hydrogen and magnesium will get from water molecules on hydrolysis. In option B, when hydrolysis of propene happens, it will occur according to the Markonikov rule of addition while in some reactions, addition also takes place according to Anti-Markovnikov rule when presence of peroxide will be given.
Complete step-by-step answer:
A. Catalytic reduction is the reduction in which reduction is taking place but in presence of some catalysis. We have butanal which is an aldehyde, for reduction we are using hydrogen in the presence of nickel metal \[H{}_2,Ni\]. Here nickel metal is a catalyst. On reducing butanal, it changes to butanol which is an alcohol.
B. Next we have propene, it means we have a three carbon compound with a double bond it is an unsaturated hydrocarbon. Now we have to do the hydrolysis of propene in the presence of dilute sulphuric acid $dil.\,{H_2}S{O_4}$. Let’s see by reaction that the double bond gets converted into a single bond and an alcoholic group gets introduced to the carbon atom having lesser number of hydrogen around double bond. Thus the addition takes place according to Markonikov rule.
C. We have Grignard reagent as methylmagnesium bromide $C{H_3} - MgBr$ and we have to add this reagent to propanone which is a ketone. Let’s see with the help of reaction that in the first step, the negative part of reagent which is methyl anion will attack on electrophilic carbon of propanone, then after hydrolysis we will get the secondary alcohols.
Note: In option C, during hydrolysis the bond between oxygen and magnesium will cleave such that oxygen will get hydrogen and magnesium will get from water molecules on hydrolysis. In option B, when hydrolysis of propene happens, it will occur according to the Markonikov rule of addition while in some reactions, addition also takes place according to Anti-Markovnikov rule when presence of peroxide will be given.
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