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Question

Question: When an acyl chloride is heated with \(Na\) salt of a carboxylic acid, the product is : A.) an ald...

When an acyl chloride is heated with NaNa salt of a carboxylic acid, the product is :
A.) an aldehyde
B.) an alkene
C.) an anhydride
D.) an ester

Explanation

Solution

This question can be solved by the concept of nucleophilic substitution reaction. These are those reactions in which an electrophile is replaced by a nucleophile. We have to see in this question which one acts as electrophile and which acts as nucleophile.

Complete step by step answer:
To solve this question, first we will understand the concept of nucleophilic substitution reaction.
Nucleophilic substitution reactions are those reactions in which an electrophile is replaced by a nucleophile.
Here, nucleophile means that reactant which provides a pair of electrons to form a new covalent bond and electrophile is a reactant that accepts a pair of electrons to form a new covalent bond.
Nucleophilic substitution reactions are also called the SNSN reaction. Here SS stands for substitution and NN refers to nucleophilic.
In the compounds that are given in question, acyl chloride is a compound that contains COCl - COCl group in it. It is generally represented as RCOClR - COCl.
And NaNa salt of carboxylic acid can be written as RCOONaRCOONa.
Here RCORC{O^ - } of acyl group acts as a nucleophile and it will replace the electrophile that is present as Na+N{a^ + } in RCOONaRCOONa. So the reaction can be shown as:
RCOONa+RCOClRCOOCOR+NaClRCOONa + R'COCl \to RCO - O - CO - R' + NaCl
Thus, we can see that when sodium salt of carboxylic acid reacts with acyl chloride then anhydride is obtained.
Hence, option C.) is the correct answer.

Note:
Remember that generally the nucleophiles are negatively charged and the electrophile are positively charged. But there may be such cases when electrophile and nucleophile are neutral species such as: AlCl3AlCl_3 , BF3BF_3 are neutral electrophiles and NH3NH_3 , RNH2RNH_2 are neutral nucleophiles.