JEE Advanced · Chemistry · 27. Carboxylic Acids
Considering the reaction sequence given below, the correct statement(s) is(are)
- A can be reduced to a primary alcohol using .
- B Treating with conc. solution followed by acidification gives .
- C Treating with a solution of in liberates .
- D is more acidic than .
Answer & Solution
Correct Answer
(B) Treating with conc. solution followed by acidification gives .
Step-by-step Solution
Detailed explanation
Propanoic acid is having α-hydrogen hence it is halogenated at the α-position on treatment with chlorine or bromine in the presence of small amount of red phosphorus to give α-bromo propanoic acid. The reaction is known as Hell-Volhard-Zelinsky reaction.
Second step of the reaction involves Gabriel phthalimide synthesis Where potassium salt of phthalimide which on heating with 2-bromo propanoic acid followed by alkaline hydrolysis produces the corresponding 2-amino propanoic acid. Aromatic primary amines cannot be prepared by this method.

cannot reduce the acids.
exist in the following equilibrium,

Second step of the reaction involves Gabriel phthalimide synthesis Where potassium salt of phthalimide which on heating with 2-bromo propanoic acid followed by alkaline hydrolysis produces the corresponding 2-amino propanoic acid. Aromatic primary amines cannot be prepared by this method.

cannot reduce the acids.
exist in the following equilibrium,

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