Introduction to Functional Groups

Subject classification: this is a chemistry resource.

Introduction

Functional groups are groups of atoms within a molecule that affect its function. Some basic ones are listed below.

Alkane

Every organic structure is based on alkanes. They contain only carbon and hydrogen, which are only connected through single bonds (C-H or C-C). These bonds are quite stable, non-polar, and therefore hydrophobic.

You can differ between linear, branched, and cyclic alkanes.

-list of linear alkanes with names, structure and semistructure will follow

Molecular Formula of Alkane is :C_nH_2n+2

Alkene

Alkenes are unsaturated hydrocarbons which have a general molecular formula of C_nH_2n. Hence, these are more reactive compared to their counterpart alkanes. Electrophilic addition reactions are a characteristic nature of alkenes. The first member is ethylene or ethene adds bromine to give 1,2-dibromoethane.

Alkyne

Triply bonded carbon atoms with the general structure C_nH_2n-2.

This is the SMILES for hexyne: H-C#C-C#C-C#C-H

Hydroxyl Group

The hydroxyl group is formed by attaching an oxygen and a hydrogen atom to a molecule. Both the bond from the molecule to the oxygen and the bond from the oxygen to the hydrogen are single bonds; thus hydroxyl groups are usually denoted R-O-H. (where O is oxygen, H is hydrogen, and R is the molecule the hydroxyl group is attached to)

An organic compound that contains a hydroxyl group is called an alcohol.

Reactions of alcohols is covered in Section 4.2

Carbonyl Group

Carbonyl group

The Carbonyl group is formed by attaching a oxygen to a carbon by a double bond, then attaching that same carbon atom to a molecule. A carbonyl group is denoted X-C=O

Carboxyl Group

Carboxyl group

The carboxyl group is formed by starting with a carbonyl group , then attaching a hydroxyl group to the same carbon atom in the carbonyl group. Finally, the carboxyl group is added to a molecule. Because carbon has four bonding sites, and three of them are taken up by the hydrogen and oxygen, the bond from the carbon to the molecule is a single bond. A carboxyl group is denoted X-COH=O

Aromatic

Aromatic compounds, also known as arenes or aromatics, are chemical compounds that contain conjugated planar ring systems with delocalised pi electron clouds instead of discrete alternating single and double bonds. Typical aromatic compounds are benzene and toluene. Considering benzene: Each carbon atom uses sp² orbitals to form σ bonds to the other three atoms attached to it. This requires that all the atoms are in one plane. The carbon atoms have 1 electron in the p orbital which overlaps with its neighbours. This produces 6 new orbitals, three of which are bonding these are called π orbitals. Thus they form clouds of electrons above and below the ring in a torus shape and are known as the aromatic sextet. They can be represented as shown in figure 1. Figure 1: The aromatic sextet.

They should satisfy Hückel's law.

Heteroaromatic

Aromatic groups with more than one ring. An example of this is purine.

Haloalkane

Carbon-based motifs with a halogen, e.g. chloroethane.

Ether

R-O-R

Amine

R₃-N, R₂-NH, or R-NH₂ are examples of amines.

Aldehyde

R-C(=O)-H

Ketone

R-C(=O)-R

Ester

R-C(=O)-O-R or H-C(=O)-O-R

Amide

R-C(=O)-N(-H)-R or R-C(-OH)=N-R Present in peptide bonds, which are bonds between amino acids in peptides and proteins.

Nitrile

R−C≡N This functional group is formed when nitrogen has a triple bond with carbon.