Chemistry with Mastering Chemistry: An Introduction to Organic, Inorganic and Physical Chemistry
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Organic Chemistry I for Dummies by Arthur Winter


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Common Functional Groups
in Organic Chemistry

Saturated hydrocarbon chains (such as simple alkanes) are relatively unreactive.

The reactions and reactivity of organic compounds are often determined by the functional groups attached to the carbon chain of which they are a part. It is therefore necessary to be able to recognise and remember information about the most common and important functional groups in order to understand and succeed at organic chemistry.

For each of the functional groups listed below a single example is shown on the right. The examples are all of molecules with carbon chains of 3 carbon atoms, hence the names include "prop" as part of the name, e.g. propane, propene, etc.. Where available links to pages of more examples of chemicals of the same type are included.

Functional Group
Named according to:
Example:

Name

Structure

prefix-

-suffix

Name

Structure

[single C-C bond]
see alkanes

alkane group

-

-ane

propane

structure of propane

[double C=C bond]
see alkenes

alkene group

-


-ene

propene

structure of propene

[triple C≡C bond]
naming alkynes

alkyne group

-

-yne

propyne

structure of propyne

Halogen
(X = F, Cl, Br or I)
haloalkanes

halogen group

fluoro-
chloro-
bromo-
iodo-

-fluoride
-chloride
-bromide
-iodide

1-chloropropane

structure of 1-chloropropane

Hydroxyl
(Alcohol)
naming alcohols

hydroxyl group

hydroxy-

-ol

propanol

structure of propanol

Amine
naming amines

amine group

amino-

-amine

propylamine

structure of propylamine

Carbonyl :
Carbonyl groups exist in both aldehydes and ketones

(Aldehyde)
naming aldehydes

aldehyde group

oxo-

-al

propanal

structure of propanal

(Ketone)
naming ketones

ketone group

oxo-

-one

propanone

structure of propanone

Carboxyl
(Carboxylic Acid)
naming carboxylic acids

carboxyl group

carboxy-

-oic acid

propanoic acid

structure of propanoic acid

Ester
naming esters

ester group

-

-oate

methyl propanoate

Structure of Methyl Propanoate

Acid Chloride
(Acyl Chloride)
naming acid chlorides

acid chloride group

-

-oyl chloride

propanoyl chloride

structure of propanoyl chloride

Amide
naming amides

amide group

amido-

-amide

propanamide

structure of propanamide

Acid Anhydride
naming acid anhydrides

acid anhydride group

-

-oic anhydride

propionic anhydride

structure of propionic anhydride

Nitrile
naming nitriles

nitrile-group

cyano-

-nitrile

propanenitrile

structure of propanenitrile



About the Structures shown above:

The chemical structures shown in the right-hand column above have been drawn out in full. That is, every chemical bond is represented by a line (or lines, in the cases of double and triple bonds). Many chemistry textbooks, websites and other sources show simplified representations of large or complex molecules in order to save space and/or for clarity. The purpose of the detailed representation here is to show how easy it is to check you're drawing the correct structure(s) by counting the lines (bonds) extending away from each type of atom. Students of this level of organic chemistry know that when forming these organic molecules:

  • Hydrogen (H) atoms form one single bond to another element. It must be to another element (and not to another hydrogen atom) because two hydrogen atoms linked together form a single molecule of hydrogen gas, H2.
  • Halogen atoms, that is atoms of fluorine (F), chlorine (Cl), bromine (Br), iodine (I) and, in theory, Astatine (At) also form only one single bond to another element. As for hydrogen, the bond must be to an atom of another element (and not to another atom of the same element) because two halogen atoms linked together form a single molecule of the gas of that element, e.g. F2, Cl2, Br2.
  • Oxygen (O) atoms form either two single bonds to other atoms OR one double bond. Oxygen atoms can form single or double bonds with other oxygen atoms but two oxygen atoms linked together by a double bond form a molecule of oxygen gas (O2), so when working-out or checking drawings of molecular structures in organic chemistry it is worth remembering that a double bond from an oxygen atom does not go to another oxygen atom, but usually to an atom of carbon.
  • Nitrogen (N) atoms form either three single bonds to other atoms (e.g. to two atoms of hydrogen and one of carbon in the case of amines) OR one single bond to another atom and one double bond to a different atom OR one triple bond to another atom. Similar to the cases for the elements mentioned above, when working-out or checking drawings of molecular structures in organic chemistry it is worth remembering that a triple bond from a nitrogen atom does not go to another nitrogen atom because two nitrogen atoms linked together by a triple bond form a singe molecule of nitrogen gas (N2). Triple bonds from nitrogen atoms in organic compounds are generally to carbon atoms (as in nitriles).
  • Carbon (C) atoms form four single bonds to other atoms OR any combination of single, double, or triple bonds that can be represented by a total of 4 lines, where double bonds are represented by two lines between the same two atoms and triple bonds are represented by three lines between the same two atoms.

Therefore when double bonds are represented by two parallel lines and triple bonds are represented by three parallel lines it is easy to check if molecular structures are at least possible by counting the total number of straight lines extending from each atom. However, although this is a useful way to identify any wrong (impossible!) molecular structures, this check alone is not sufficient to guarantee that a structure is drawn correctly. This is due to the existence of multiple isomers of some combinations of elements. For example, see the structures of propanal and propanone (above). They are isomers of each other.
When studying the structures and naming of organic molecules it is useful to see and compare many examples of similar chemicals and their structures. Review the table above then visit the links to further examples in the first column (left-side) of the table.

The above table of organic chemistry functional groups is not a complete list but includes those functional groups required by most UK A-Level Chemistry (that is, AS Chemistry and A2 Chemistry combined) exam boards. Some of this information is also useful for students of GCSE Chemistry.

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