Question:

Consider thiol anion $(RS^?)$ and alkoxy anion $(RO^?)$. Which of the following statements is correct ?

Updated On: Jul 2, 2022
  • $RS^?$ is less basic but more nucleophilic than $RO^?$.
  • $RS^?$ is more basic and more nucleophilic than $RO^?$.
  • $RS^?$ is more basic but less nucleophilic than $RO^?$.
  • $RS^?$ is less basic and less nucleophilic than $RO^?$.
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The Correct Option is A

Solution and Explanation

$RS ^?$ is more nucleophilic than $R-O^?$ due to larger size of orbitals and polarization but $RS^?$ is less basic than $R-O^?$ as the negative charge get stabilized due to larger size of sulphur atom.
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Concepts Used:

Alcohols, Phenols, and Ethers

Alcohol is formed when a saturated carbon atom bonds to a hydroxyl (-OH) group. It is an organic compound that contains a hydroxyl functional group attached to a carbon atom.

Phenol is formed when the -OH group replaces the hydrogen atom in benzene. It is an organic compound in which a hydroxyl group directly attaches to an aromatic hydrocarbon.

Ether is formed when oxygen atom bonds to two alkyl or aryl groups. It is an organic compound that has an oxygen atom that is connected to two aryl and alkyl groups.

Read More: Alcohol, Phenol, and Ethers