Organic Chemistry/Introduction to reactions/Functional groups in reactions

From Wikibooks, open books for an open world
< Organic Chemistry‎ | Introduction to reactions
Jump to: navigation, search

<< Redox reactions | Drawing reactions >>

Functional groups in reactions make your life easier as an organic chemist because they draw your attention right to where the action is. Any time a reaction is going to occur, you can be almost certain that it is going to take place at a functional group.

There are many functional groups of interest to organic chemists. Here are a few:

1. Halides

These groups are all made up of a single atom in Group 17 of the Periodic Table, which is known as the halogen group, bonded to a carbon atom. They include fluorine, chlorine, bromine, and iodine. Astatine is also a halogen, but it is rarely discussed because it is not readily found in nature and is radioactive. Their electronegativities vary from fluorine with 4.0 to iodine with 2.5, which is approximately the same value that carbon has. Each of these atoms are able to form a single bond with a carbon atom, replacing hydrogen in alkanes and adding across multiple bonds in alkenes and alkyne. Of the four, fluorine is the most reactive and iodine is the least. Because of their intermediate reactivity, chlorine and bromine are often more useful in many reactions.

2. Carbonyl

This group consists of an oxygen atom doubly bonded to a carbon atom. Carbonyl groups are important because the oxygen atom, with an electronegativity of 3.5, shifts electron density away from the rest of the molecule and towards itself. Carbonyls are a key ingredient in aldehydes, ketones, carboxylic acids, esters, and amides.

3. Hydroxyl

This group consists of a hydrogen atom singly bonded to an oxygen atom. The electronegativity difference between hydrogen, which has an electronegatity of 2.1, and oxygen, 3.5, pulls electrons away from the hydrogen and makes it somewhat acidic. This acidic character varies depending on the composition of the rest of the molecule. Hydroxyl groups are found in alcohols, phenols, enols, and carboxylic acids.

<< Redox reactions | Functional groups in reactions | Drawing reactions >>