Mechanism for reaction of C6H5NH3 with NaOH?

In summary, the conversation discusses the reaction of C6H5NH3 with NaOH to produce C6H5NH2. The mechanism for this process involves the deprotonation of C6H5NH3 by NaOH, resulting in a neutral charge for C6H5NH2. It is suggested to include the counterion for the amine salt in the mechanism.
  • #1
nimbuscloud
4
0
Hello again!
I have a question regarding the reaction of C6H5NH3 with NaOH to make C6H5NH2. How would a mechanism be written to describe this process? I know that C6H5NH3 goes from having a positive charge on the nitrogen and after it reacts with NaOH, C6H5NH2 has a neutral charge but not sure how to write a mechanism to describe it. Would the NaOH just deprotonate C6H5NH3 and form H2O as a leaving group? Any help would be appreciated!
Thanks!
 
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  • #2
Yeah, but you should include the counterion for the amine salt.
 
  • #3
Thanks!
 

Related to Mechanism for reaction of C6H5NH3 with NaOH?

1. What is the mechanism for the reaction of C6H5NH3 with NaOH?

The mechanism for the reaction of C6H5NH3 with NaOH involves a base-catalyzed nucleophilic substitution. The amine group in C6H5NH3 acts as the nucleophile, attacking the electrophilic carbon in NaOH. This results in the formation of a new C-N bond and the release of a hydroxide ion.

2. What is the role of NaOH in this reaction?

NaOH serves as a base in this reaction, providing the necessary hydroxide ion for the nucleophilic substitution to occur. It also helps to deprotonate the amine group in C6H5NH3, making it a better nucleophile.

3. What is the product of this reaction?

The product of this reaction is sodium phenylamine (C6H5NH2), also known as aniline. This is a primary amine with a phenyl group attached to it.

4. What are the conditions required for this reaction to take place?

This reaction typically takes place in an aqueous solution at room temperature. It requires the presence of a strong base, such as NaOH, and an appropriate substrate, such as C6H5NH3. The reaction can also be accelerated by heating the solution or using a more concentrated base.

5. What are the potential uses of this reaction?

The reaction of C6H5NH3 with NaOH can be used to prepare aniline, which is an important intermediate in the production of various dyes, pharmaceuticals, and other organic compounds. It can also be used in various organic synthesis reactions to introduce a primary amine group into a molecule. Additionally, this reaction is commonly used in analytical chemistry to determine the concentration of amines in a sample.

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