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Exercises · 7.1

Q.Write IUPAC names of the following compounds:

(i) CH3−CH∣CH3−CH∣OH−C∣CH3∣CH3−CH3\mathrm{CH_3-\underset{\underset{\displaystyle CH_3}{|}}{CH}-\underset{\underset{\displaystyle OH}{|}}{CH}-\overset{\overset{\displaystyle CH_3}{|}}{\underset{\underset{\displaystyle CH_3}{|}}{C}}-CH_3}
(ii) H3C−CH∣OH−CH2−CH∣OH−CH∣C2H5−CH2−CH3\mathrm{H_3C-\underset{\underset{\displaystyle OH}{|}}{CH}-CH_2-\underset{\underset{\displaystyle OH}{|}}{CH}-\underset{\underset{\displaystyle C_2H_5}{|}}{CH}-CH_2-CH_3}
(iii) CH3−CH∣OH−CH∣OH−CH3\mathrm{CH_3-\underset{\underset{\displaystyle OH}{|}}{CH}-\underset{\underset{\displaystyle OH}{|}}{CH}-CH_3}
(iv) HO−CH2−CH∣OH−CH2−OH\mathrm{HO-CH_2-\underset{\underset{\displaystyle OH}{|}}{CH}-CH_2-OH}
Exercise 7.1 (v)-(viii): structure(s) drawn as printed in the NCERT textbook, with the labels CH3, OH
Figure
(ix) CH3−O−CH2−CH∣CH3−CH3\mathrm{CH_3-O-CH_2-\underset{\underset{\displaystyle CH_3}{|}}{CH}-CH_3}
(x) C6H5−O−C2H5\mathrm{C_6H_5-O-C_2H_5}
(xi) C6H5−O−C7H15(n−)\mathrm{C_6H_5-O-C_7H_{15}(n-)}
(xii) CH3−CH2−O−CH∣CH3−CH2−CH3\mathrm{CH_3-CH_2-O-\underset{\underset{\displaystyle CH_3}{|}}{CH}-CH_2-CH_3}
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Each name comes from choosing the correct parent (the longest chain carrying the hydroxyl group(s) for the alcohols, the ring for the phenols, the larger group for the ethers) and numbering for the lowest locants.

Step-by-step

  1. CH3-CH(CH3)-CH(OH)-C(CH3)2-CH3: five-carbon chain with -OH at C-3. Numbering from the C(CH3)2 end gives two methyls at C-2 and one at C-4, so it is 2,2,4-trimethylpentan-3-ol.
  2. A seven-carbon chain (heptane) bearing -OH at C-2 and C-4 (a 2,4-diol) with an ethyl branch at C-5, so it is 5-ethylheptane-2,4-diol.
  3. Four-carbon chain with -OH on C-2 and C-3, so it is butane-2,3-diol.
  4. Three-carbon chain with -OH on all three carbons, so it is propane-1,2,3-triol (glycerol).
  5. Phenol with a methyl ortho to -OH: 2-methylphenol. (vi) Methyl para to -OH: 4-methylphenol.

(vii) -OH at C-1 with methyls at C-2 and C-5 (the lowest locant set for this pattern): 2,5-dimethylphenol.

(viii) -OH at C-1 flanked by a methyl on each adjacent carbon: 2,6-dimethylphenol.

(ix) CH3-O-CH2-CH(CH3)-CH3: the larger group is the four-carbon 2-methylpropane; methoxy sits on C-1, so it is 1-methoxy-2-methylpropane.

(x) C6H5-O-C2H5: ethoxy on benzene, so it is ethoxybenzene (phenetole).

(xi) C6H5-O-(CH2)6CH3: a heptyl group on a phenoxy oxygen; named with the ring as a phenoxy prefix on heptane, so it is 1-phenoxyheptane.

(xii) CH3CH2-O-CH(CH3)CH2CH3: the larger group is butan-2-yl (a four-carbon chain), so ethoxy sits on C-2, giving 2-ethoxybutane.

✓Final answer

(i) 2,2,4-Trimethylpentan-3-ol (ii) 5-Ethylheptane-2,4-diol (iii) Butane-2,3-diol (iv) Propane-1,2,3-triol (v) 2-Methylphenol (vi) 4-Methylphenol (vii) 2,5-Dimethylphenol (viii) 2,6-Dimethylphenol (ix) 1-Methoxy-2-methylpropane (x) Ethoxybenzene (xi) 1-Phenoxyheptane (xii) 2-Ethoxybutane

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