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NCERT Exemplar · Q8

Q.IUPAC name of m-cresol is ____________.

(i) 3-methylphenol
(ii) 3-chlorophenol
(iii) 3-methoxyphenol
(iv) benzene-1,3-diol
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m-Cresol is a methyl-substituted phenol where the methyl group is meta to the -OH group. Its IUPAC name is 3-methylphenol, which corresponds to option (i).

The question asks for the IUPAC name of m-cresol. The prefix "m-" stands for meta, which tells you the relative position of two substituents on a benzene ring. Cresol itself is the common name for methylphenol -- there are three isomers: ortho, meta, and para. So m-cresol is simply the meta isomer.

In IUPAC nomenclature, phenol is the parent name when the -OH group is directly attached to a benzene ring. The methyl group is then treated as a substituent. The ring is numbered so that the -OH carbon gets position 1, and the methyl group's position is given the lowest possible number. For the meta isomer, that position is 3.

Let's walk through it step by step.

  1. Identify the parent compound. The -OH group on a benzene ring makes the parent name phenol. So the base name is "phenol".

  2. Identify the substituent. The "m-" in m-cresol tells you there is a methyl group (-CH3) attached to the ring. The common name "cresol" confirms it's a methylphenol.

  3. Number the ring. The -OH group gets the highest priority, so its carbon is numbered 1. Then number the ring in the direction that gives the methyl group the next lowest number. For the meta relationship, the methyl is on carbon 3 (since ortho would be 2, meta is 3, para is 4).

  4. Write the IUPAC name. Combine the substituent name and its position with the parent name: "3-methylphenol". …

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