Organic Chemistry Basics 1 Question 21

27. The correct combination of names for isomeric alcohols with molecular formula $\mathrm{C}{4} \mathrm{H}{10} \mathrm{O}$ is/are

(2014 Adv.)

(a) tert-butanol and 2-methylpropan-2-ol

(b) tert-butanol and 1,1-dimethylethan-1-ol

(c) n-butanol and butan-1-ol

(d) iso-butyl alcohol and 2-methylpropan-1-ol

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Answer:

Correct Answer: 27. $(a, d)$

Solution:

  1. PLAN This problem is based on structure and nomenclature of organic compound.

Draw structure of each compound and write IUPAC name of the given compound.

Match the molecular formula of given compound with molecular formula of compound given in choices.

The combination of names for possible isomeric alcohols with molecular formula $\mathrm{C}{4} \mathrm{H}{10} \mathrm{O}$ is/are

Formula Names
$\mathrm{CH}{3} \mathrm{CH}{2} \mathrm{CH}{2} \mathrm{CH}{2} \mathrm{OH}$ n-butyl alcohol / n-butanol
/ butan-1-ol
$\mathrm{CH}{3}-\mathrm{CH}-\mathrm{CH}{2}-\mathrm{OH}$ Iso-butyl alcohol / 2-methyl
propan-1-ol
$\mathrm{CH}{3}-\mathrm{CH}{2}-\mathrm{CH}-\mathrm{OH}$ Secondary butyl alcohol /
butan-2-ol
$\mathrm{CH}_{3}-\mathrm{C}-\mathrm{OH}$ Tertiary butyl alcohol /
tert butanol / 2-methyl
propan-2-ol
$\mathrm{CH}_{3}$

Hence, choices (a), (c) and (d) are correct.