Question

The antibiotic prontosil, developed by bayer pharmaceuticals in 1932, was used in saving the life of president roosevelt's son from severe strep throat in 1936. protonsil consists of two nitrogens bonded together in a double bond. the left nitrogen is bonded to a benzene ring where the para position contains a sulfur double bonded to two oxygen atoms and single bonded to n h 2. the right nitrogen is bonded to a benzene ring where one ortho and the para position each have an n h 2 substituent. substituent prontosil is an azo dye, which can be prepared from an aryldiazonium ion and an aromatic compound. draw the structures of the diazonium ion and the coupling component for this drug

Answer 1

Prontosil is a compound produced by the coupled reaction of an aryldiazonium ion and an aromatic compound.

What are diazonium compounds?

These are organic compounds in which there are ionic interactions between the azo group (-N₂⁺) and an anion X⁻.

The general structure is RN₂⁺X⁻.

• R is the lateral chain that might be an aromatic ring, among other options.

• N₂⁺ is the azo group

• X⁻ is the anion

The azo group characterizes as being unstable and reactive. This property is because one of the N atoms has a positive charge.

-N⁺≡ N

What is the coupling reaction of aryldiazonium compounds?

Aryldiazonium salt reactions can occur in two ways,

• Substitution reactions
• Coupling reactions

Coupling reactions are the aromatic electrophilic substitution, where the aryldiazonium ion acts as an electrophile for an activated aromatic compound to attack it.

The coupling reaction occurs at the azo group level.

In the exposed example,

• the benzene ring with sulfur bonded to oxygen atoms is the coupling component
• the benzene ring with NH₂ and the azo group is the diazonium ion

In the attached files you will find the drawings.

You can learn more about diazonium compounds at

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