14.1 Organic Compounds with Functional Groups

Learning Objective

  1. Describe functional groups and explain why they are useful in the study of organic chemistry.

Chapter 12 “Organic Chemistry: Alkanes and Halogenated Hydrocarbons” and Chapter 13 “Unsaturated and Aromatic Hydrocarbons” considered several kinds of hydrocarbons, but many organic compounds contain atoms other than carbon and hydrogen in their functional groups. A functional group is a specific structural arrangement of atoms or bonds that imparts a characteristic chemical reactivity to the molecule.  Understanding the behavior of a particular functional group allows prediction of chemical and physical properties of a variety of molecules, including biomolecules, that contain that particular functional group.  In this chapter and Chapter 15 “Organic Acids and Bases and Some of Their Derivatives”, we make a brief yet systematic study of some of organic compound families. Each family is based on a common, simple functional group that contains an oxygen atom or a nitrogen atom. Some common functional groups are listed in Table 14.1 “Selected Organic Functional Groups”.

Table 14.1 Selected Organic Functional Groups.  Note that R is usually a hydrocarbon chain.  Cases where R can be an H atom are noted.

Name of Family General Formula Functional Group Suffix*
alkane RH none ane
alkene R2C=CR2

The R groups can be Hs.

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ene
alkyne RC≡CR  The R groups can be Hs. –C≡C– yne
alcohol ROH –OH ol
thiol RSH –SH thiol
ether ROR –O– ether
aldehyde
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The R group can be H.
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al
ketone
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one
carboxylic acid
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The R group can be H.
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oic acid
*Ethers do not have a suffix in their common name; all ethers end with the word ether.

Concept Review Exercises

  1. What is the functional group of an alkene? An alkyne?

  2. Does CH3CH2CH2CH2CH2CH2CH2CH2CH2CH2CH3 have a functional group? Explain.

Key Takeaway

  • The functional group, a structural arrangement of atoms and/or bonds, is largely responsible for the properties of organic compound families.

Exercises

  1. What is the functional group of 1-butanol (CH3CH2CH2CH2OH)?

  2. What is the functional group of butyl bromide, CH3CH2CH2CH2Br?