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Miscibility

Ability of two substances to form a homogeneous solution when mixed

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Through Substance (chemistry), Concentration and Homogeneity and heterogeneity

By contrast, substances are said to be immiscible if the mixture does not form a solution for certain proportions. For one example, oil is not soluble in water, so these two solvents are immiscible. As another example, butanone (methyl ethyl ketone) is immiscible in water: it is soluble in water up to about 275 grams per liter, but will separate into two phases beyond that.

Organic compounds

In organic compounds, the weight percent of hydrocarbon chain often determines the compound's miscibility with water. For example, among the alcohols, ethanol has two carbon atoms and is miscible with water, whereas 1-butanol with four carbons is not. 1-Octanol, with eight carbons, is practically insoluble in water, and its immiscibility leads it to be used as a standard for partition equilibria. The straight-chain carboxylic acids up to butanoic acid (with four carbon atoms) are miscible with water, pentanoic acid (with five carbons) is partly soluble, and hexanoic acid (with six) is practically insoluble, as are longer fatty acids and other lipids; the very long carbon chains of lipids cause them almost always to be immiscible with water. Analogous situations occur for other functional groups such as aldehydes and ketones.

Thus a practical rule of thumb for determining the solubility of an organic molecule in water (and/or other similarly polar solvents) is to consider the ratio of carbons in the molecule bound to polar functional groups (such as hydroxyl groups), to the number of simple hydrocarbons. If the molecule has a ratio of roughly 1:4 (Polar-to-non-polar carbons), it is soluble in water. It is however necessary to recognise this as a rule of thumb, and not always indicative.

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