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Is Acetic Acid Soluble in Ethanol?

Published in Chemical Solubility 4 mins read

Yes, acetic acid is soluble in ethanol.

Acetic acid is highly soluble in ethanol. This excellent solubility stems from the similar chemical properties of the two compounds, particularly their polarity and ability to form hydrogen bonds.

Understanding Solubility: The "Like Dissolves Like" Principle

The general principle governing solubility is "like dissolves like." This means that polar substances tend to dissolve in polar solvents, and non-polar substances tend to dissolve in non-polar solvents.

  • Polar Molecules: Possess uneven distribution of electron density, creating partial positive and negative charges.
  • Non-Polar Molecules: Have even distribution of electron density.

Solubility is also significantly influenced by the ability of solute and solvent molecules to interact, such as through hydrogen bonding.

Properties of Acetic Acid

Acetic acid (CH₃COOH) is a simple carboxylic acid. It consists of:

  • An acetyl group (CH₃CO−)
  • A carboxyl group (−COOH)

The presence of the carboxyl group, with its highly polar C=O and O-H bonds, makes acetic acid a polar molecule. The O-H group can readily participate in hydrogen bonding.

Properties of Ethanol

Ethanol (C₂H₅OH) is a simple alcohol. It consists of:

  • An ethyl group (C₂H₅−), which is relatively non-polar.
  • A hydroxyl group (−OH), which is highly polar and capable of hydrogen bonding.

The presence of the polar hydroxyl group makes ethanol a polar solvent that can form hydrogen bonds. While it has a non-polar part, the strong polarity of the hydroxyl group and its ability to hydrogen bond make it effective at dissolving many polar substances.

Why Acetic Acid Dissolves in Ethanol

Both acetic acid and ethanol are polar molecules and strong hydrogen bond donors and acceptors.

  • Acetic acid molecules can form hydrogen bonds with other acetic acid molecules.
  • Ethanol molecules can form hydrogen bonds with other ethanol molecules.
  • Crucially, acetic acid molecules can form strong hydrogen bonds with ethanol molecules.

The favorable interactions (hydrogen bonding and dipole-dipole forces) between acetic acid and ethanol molecules overcome the interactions within the pure substances, leading to the dissolution of acetic acid in ethanol.

Comparison with Stearic Acid Solubility

As highlighted in the reference, comparing acetic acid's solubility to that of stearic acid provides further insight:

  • Reference Information: "Acetic acid is more polar than stearic acid. Because in stearic acid a long non-polar hydrocarbon chain is present. Hence, Acetic acid is more soluble in ethanol."

Stearic acid (C₁₇H₃₅COOH) is a long-chain fatty acid. While it has a carboxyl group, the overwhelming presence of a long, non-polar 17-carbon hydrocarbon chain makes the molecule predominantly non-polar. Ethanol, while having a polar part, is better at dissolving substances that have a balance of polarity or are less overwhelmingly non-polar. Acetic acid, with only two carbon atoms and a dominant polar carboxyl group, aligns much better with ethanol's solvent properties than the highly non-polar stearic acid.

Summary of Properties and Solubility

Substance Chemical Formula Polarity Key Functional Group Hydrogen Bonding Solubility in Ethanol
Acetic Acid CH₃COOH Polar Carboxyl (-COOH) Yes High
Ethanol C₂H₅OH Polar (Amphiprotic) Hydroxyl (-OH) Yes Solvent
Stearic Acid C₁₇H₃₅COOH Mostly Non-Polar Carboxyl (-COOH) Limited due to chain Low

Practical Applications

The mutual solubility of acetic acid and ethanol is important in various chemical processes, including:

  • Esterification: Acetic acid reacts with ethanol in the presence of an acid catalyst to form ethyl acetate (an ester) and water. This reaction occurs in solution, facilitated by the miscibility of the reactants and solvent (which can be excess ethanol).
  • Chemical Analysis: Acetic acid solutions in ethanol are sometimes used in titrations or other analytical techniques.

The ability of ethanol to dissolve both polar and slightly non-polar substances makes it a versatile solvent, and its high solubility for acetic acid is a classic example of "like dissolves like" in organic chemistry.

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