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Identify the major product C formed in the following reaction sequence: C H 3 β C H 2 β C H 2 β I β N a C N A β p a r t i a l h y d r o l y s i s O H β B β B r 2 N a O H C Β ( m a j o r ) \newline CHβ-CHβ-CHβ-I \xrightarrow{NaCN} A \xrightarrow[partial hydrolysis]{OHβ»} B \xrightarrow[Brβ]{NaOH} C \ (major) C H 3 β β C H 2 β β C H 2 β β I N a CN β A O H β p a r t ia l h y d ro l ys i s β B N a O H B r 2 β β C Β ( maj or )
Explanation To solve this problem, we need to identify the major product C formed in the given reaction sequence.
\newline The sequence is: C H 3 β C H 2 β C H 2 β I β N a C N A β p a r t i a l Β h y d r o l y s i s O H β B β B r 2 N a O H C Β ( m a j o r )
\newline CH_3-CH_2-CH_2-I \xrightarrow{NaCN} A \xrightarrow[partial\ hydrolysis]{OH^-} B \xrightarrow[Br_2]{NaOH} C \ (major)
\newline C H 3 β β C H 2 β β C H 2 β β I N a CN β A O H β p a r t ia l Β h y d ro l ys i s β B N a O H B r 2 β β C Β ( maj or )
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Let's analyze each step:
1. The first step involves the reaction of 1-iodopropane with sodium cyanide (NaCN):
β’ This is a nucleophilic substitution reaction where the iodide ion is replaced by the cyanide ion.
β’ The product A is propanenitrile (CH_3-CH_2-CH_2-CN).
2. The second step is the partial hydrolysis of propanenitrile:
β’ Under basic conditions (OH^-), the nitrile group (-CN) is partially hydrolyzed to form a carboxylate ion.
β’ The product B is propanoic acid (CH_3-CH_2-COOH).
3. The third step is the Hofmann bromamide reaction:
β’ Propanoic acid is treated with bromine and sodium hydroxide.
β’ This reaction converts the carboxylic acid into an amine with one less carbon atom.
β’ The product C is propylamine (CH_3-CH_2-CH_2-NH_2).
Analyzing the options:
β’ Option 1: Butanamide is incorrect as it has one more carbon than propylamine.
β’ Option 2: Ξ±-Bromobutanoic acid is incorrect as it is not an amine.
β’ Option 3: Propylamine is correct as it matches the product C.
β’ Option 4: Butylamine is incorrect as it has one more carbon than propylamine.
Therefore, the correct option is Option 3: Propylamine.