- Exam
- JEE Advanced
- Year
- 2022
- Paper
- Paper 2
- Subject
- Chemistry
- Chapter
- Haloalkanes and Haloarenes
JEE Advanced 2022 · Paper 2 · Chemistry · Haloalkanes and Haloarenes
Considering the following reaction sequence, the correct...
Considering the following reaction sequence, the correct statement(s) is(are)
Options
- ACompounds and are carboxylic acids.
- BCompound decolorizes bromine water.
- CCompounds and react with hydroxylamine to give the corresponding oximes.
- DCompound reacts with dialkylcadmium to give the corresponding tertiary alcohol.
Correct answer
A. Compounds and are carboxylic acids.
Step-by-step solution
Benzene undergoes friedel craft's reaction with succinic anhydride in presence of anhydrous AlCl3 to form P.The mechanism of the reaction is electrophilic substitution.
The keto group in P gets reduced on reaction Zn/Hg in HCl to form Q that is 4-phenylbutanoic acid.
This reacts with thionyl chloride to form R, that is
4-Phenylbutanoyl chloride.
R again undergoes friedel craft's reaction to form S.
S gets reduced on reaction Zn/Hg in HCl to form a hydrocarbon as given in the reactions below.
Compound can not decolorizes bromine water.
is a less reactive nucleophile so reaction stops at carbonyl group.
Due to the presence of carbonyl group both P and S forms oxime with hydroxyl amine.