Draw all constitutional isomers with molecular formula c3h8o, and rank them in terms of increasing acidity:

Isomers are compounds with the same molecular formula but different structural formulas.

Isomers in organic chemistry are compounds that have the same molecular formula but different structural formula. These atoms have the same number and type of atoms in the molecule but the pattern of atom - to - atom connectivity in each compound differs.

Structural or constitutional isomers only differ in the way atoms in the two compounds are connected to each other. The constitutional isomers of the molecular formula C3H8O are;

The order of acidity of the structures is; A < C <B

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There are only three constitutional isomers (see the image below).

Ethyl methyl ether is the least acidic because it has only C-H bonds. However, it should be more acidic than an alkane (pKₐ ≈ 50) because of the electron withdrawing effect of the O atom. I would expect it to have pKₐ ≈ 30.

The alcohols are more acidic because the O in the O- H bond is highly electron withdrawing. Alcohols typically have pKₐ ≈ 17.

Alkyl groups are electron-donating. This increases electron density in the OH bond and makes the acid weaker. Propan-2-ol has two methyl groups on the α-carbon, while propan-1-ol has one ethyl group. Thus propan-2-ol should be a slightly weaker acid than propan-1-ol.

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