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12 grade chemistry others

The following general structure is representative of sulphonamides. Which of the following statements is true for active sulphonamides?

(A) R1 can be H or an alkyl group

(B) R2 must be hydrogen

(C) The aromatic ring is essential

(D) The sulfonamide functional group can be replaced with an ester

Profile image of Aniket Singh
11 Months agoGrade
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1 Answer

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ApprovedApproved Tutor Answer11 Months ago

To determine which statement about active sulphonamides is true, let's break down the structure and characteristics of these compounds. Sulphonamides, also known as sulfa drugs, are a class of antibiotics that contain a sulfonamide group (-SO2NH2) attached to an aromatic ring. Each of the options provided relates to specific aspects of the sulphonamide structure.

Analyzing the Statements

Option A: R1 can be H or an alkyl group

This statement is partially correct. In many sulphonamides, R1 can indeed be a hydrogen atom or an alkyl group. However, the presence of an alkyl group can influence the drug's activity and solubility. Therefore, while this option has some truth, it is not universally applicable to all active sulphonamides.

Option B: R2 must be hydrogen

This statement is not accurate. While many active sulphonamides do have hydrogen at R2, it is not a strict requirement. Some sulphonamides can have other substituents at this position, which can affect their pharmacological properties. Thus, this option does not hold as a definitive rule.

Option C: The aromatic ring is essential

This statement is true. The presence of an aromatic ring is crucial for the activity of sulphonamides. The aromatic system is necessary for the proper interaction with bacterial enzymes, particularly dihydropteroate synthase, which is involved in folate synthesis. Without this ring, the compound typically loses its antibacterial properties.

Option D: The sulfonamide functional group can be replaced with an ester

This statement is incorrect. The sulfonamide functional group is integral to the mechanism of action of these drugs. Replacing it with an ester would fundamentally alter the compound's ability to inhibit bacterial growth, as the sulfonamide group is responsible for mimicking p-aminobenzoic acid (PABA), a substrate in folate synthesis.

Conclusion

Based on this analysis, the correct answer is Option C: The aromatic ring is essential. The aromatic ring is a critical component that ensures the effectiveness of sulphonamides as antibiotics. Understanding the structure-function relationship in these compounds is key to grasping how they work and their role in treating bacterial infections.