Fats and Oils

Fats and oils are the most abundant lipids in nature. They provide energy for living organisms, insulate body organs, and transport fat-soluble vitamins through the blood.

Structures of Fats and Oils

Fats and oils are called triglycerides (or triacylcylgerols) because they are composed of three fatty acid units joined to glycerol:

If all three OH groups on the glycerol molecule are replaced with the same fatty acid, the resulting ester is called a simple triglyceride. Although simple triglycerides have been synthesized in the laboratory, they rarely occur in nature. Instead, a typical triglyceride obtained from naturally occurring fats and oils contains two or three different fatty acid components and is thus termed a mixed triglyceride.

On the left a simple triglyceride, tristearin, is shown. All three fatty acid chains in the triglyceride are saturated ad consist of 16 carbons. On the right is a mixed triglyceride. The fatty acid chains on this triglyceride are one saturated fatty acid consisting of 14 carbons, one saturated fatty acid chain consisting of 16 carbons, and one monounsaturated fatty acid chain consisting of 18 carbons.

A triglyceride is called a fat if it is a solid at 25°C; it is called an oil if it is a liquid at that temperature. These differences in melting points reflect differences in the degree of unsaturation and number of carbon atoms in the constituent fatty acids. Triglycerides obtained from animal sources are usually solids, like beef fat (tallow), for example. Triglycerides of plant origin are generally liquid oils, such as olive oil or flaxseed oil. Therefore, we commonly speak of animal fats and vegetable oils.

No single formula can be written to represent the naturally occurring fats and oils because they are highly complex mixtures of triglycerides in which many different fatty acids are represented. The table below titled “Average Fatty Acid Composition of Some Common Fats and Oils (%)” shows the fatty acid compositions of some common fats and oils. The composition of any given fat or oil can vary depending on the plant or animal species it comes from as well as on dietetic and climatic factors. To cite just one example, lard from corn-fed hogs is more highly saturated than lard from peanut-fed hogs. Palmitic acid is the most abundant of the saturated fatty acids, while oleic acid is the most abundant unsaturated fatty acid.

Average Fatty Acid Composition of Some Common Fats and Oils (%)*

Lauric Myristic Palmitic Stearic Oleic Linoleic Linolenic
Fats
butter (cow) 3 11 27 12 29 2 1
tallow 3 24 19 43 3 1
lard 2 26 14 44 10
Oils
canola oil 4 2 62 22 10
coconut oil 47 18 9 3 6 2
corn oil 11 2 28 58 1
olive oil 13 3 71 10 1
peanut oil 11 2 48 32
soybean oil 11 4 24 54 7
*Totals less than 100% indicate the presence of fatty acids with fewer than 12 carbon atoms or more than 18 carbon atoms.
Coconut oil is highly saturated. It contains an unusually high percentage of the low-melting C8, C10, and C12 saturated fatty acid.

Fats and Oils and Our Health

Terms such as saturated fat or unsaturated oil are often used to describe the fats or oils obtained from foods. Saturated fats contain a high proportion of saturated fatty acids, while unsaturated oils contain a high proportion of unsaturated fatty acids. The high consumption of saturated fats is a factor, along with the high consumption of cholesterol, in increased risks of heart disease. (For more information about cholesterol, see the section titled “Cholesterol.”) 

In contrast, increases in unsaturated fats (either mono- or polyunsaturated) have been linked to a lower incidence of certain diseases. Thus, there have been an increasing number of recommendations by government bodies and health associations to decrease the proportion of saturated fat and increase the proportion of unsaturated fat in the diet. Most of these organizations also recommend decreasing the total amount of fat in the diet.

Since 1992, the US Department of Agriculture has been promoting a food pyramid that gives a simple, visual picture of how much of what kind of foods make up a good, balanced diet. It recommends eating as few fats as possible. Although nutritionists recognize that some fat is necessary (and largely unavoidable, even by strict vegetarians), they emphasize that a large proportion of any fat, saturated or unsaturated, in the diet is unhealthy. Even so, a difference as simple as the difference between a single and double carbon–carbon bond can have a significant impact on health.

MyPlate is a reminder that everything you eat and drink matters. Source: Image courtesy of the USDA, www.mypyramid.gov/downloads/MiniPoster.pdf.

Physical Properties of Fats and Oils

Contrary to what you might expect, pure fats and oils are colorless, odorless, and tasteless. The characteristic colors, odors, and flavors that we associate with some of them are imparted by foreign substances that are lipid soluble and have been absorbed by these lipids. For example, the yellow color of butter is due to the presence of the pigment carotene; the taste of butter comes from two compounds—diacetyl and 3-hydroxy-2-butanone—produced by bacteria in the ripening cream from which the butter is made.

Lewis structures of diacetyl and 3-hydroxy-2-butanone are shown.Fats and oils are lighter than water, having densities of about 0.8 g/cm3. They are poor conductors of heat and electricity and therefore serve as excellent insulators for the body, slowing the loss of heat through the skin.

Concept Review Exercises

  1. What functions does fat serve in the body?
  2. Which of these triglycerides would you expect to find in higher amounts in oils? In fats? Justify your choice.

(a) A triglyceride that has two saturated fatty acid chains and one monounsaturated fatty acid chain. (b) A triglyceride that has one saturated fatty acid chain , one monounsaturated fatty acid chain, and one polyunsaturated fatty acid chain.

Solutions

  1. Fats provide energy for living organisms. They also provide insulation for body organs and transport fat-soluble vitamins.
  2. The triglyceride (a) is expected to be present in higher amounts in fats because it is composed of a greater number of saturated fatty acids. The triglyceride (b) is expected to be present in higher amounts in oils because it is composed of a greater number of unsaturated fatty acids.

Attributions

This page is based on “Chemistry 2e” by Paul Flowers, Klaus Theopold, Richard Langley, William R. Robinson, PhDOpenstax which is licensed under CC BY 4.0. Access for free at https://openstax.org/books/chemistry-2e/pages/1-introduction

This page is based on “The Basics of General, Organic, and Biological Chemistry” by David W Ball, John W Hill, Rhonda J ScottSaylor which is licensed under CC BY-NC-SA 4.0. Access for free at http://saylordotorg.github.io/text_the-basics-of-general-organic-and-biological-chemistry/index.html

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Chemistry of Food and Cooking Copyright © 2022 by Jessica Wittman is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License, except where otherwise noted.