Sign in to save

Bookmark this page so you can find it later.

Sign in to save

Bookmark this page so you can find it later.

Alkanes, alkenes, and alkynes are three major families of hydrocarbons, which are compounds made only of carbon and hydrogen. They are important because they form the basis of fuels, plastics, solvents, and many starting materials in organic chemistry. The family a molecule belongs to depends on whether its carbon chain contains only single bonds, at least one double bond, or at least one triple bond.

These bonding differences control the molecule's formula, shape, and typical reactions.

Alkanes are saturated hydrocarbons because each carbon has the maximum possible number of hydrogen atoms, while alkenes and alkynes are unsaturated because multiple bonds reduce the number of hydrogens. A carbon-carbon single bond allows rotation and usually has tetrahedral geometry around carbon, while a double bond is rigid and planar, and a triple bond is linear. Multiple bonds contain pi bonds, which are more exposed and reactive than sigma bonds.

Because of this, alkenes and alkynes often undergo addition reactions, while alkanes are less reactive and commonly undergo combustion or substitution.

Understanding Chemistry: Alkanes, Alkenes, and Alkynes

Carbon can form four bonds, while hydrogen forms one. This simple rule helps students check whether a hydrocarbon structure makes sense. In a chain, each carbon must reach a total of four bonds when all its links to nearby atoms are counted.

Organic chemists use this rule constantly when drawing structures. Names give clues too. The beginning of a name tells the number of carbons in the main chain.

Meth means one, eth means two, prop means three, and but means four. The ending identifies the bond family. Learning names becomes easier when students first count the longest chain, then number it from the end nearest an important multiple bond.

Molecules with the same numbers of carbon and hydrogen atoms can still be different substances. These are called isomers. A carbon chain may be straight or branched, which can change boiling point and melting point.

For molecules with a double bond, the location of that bond matters. A double bond near one end of a chain creates a different compound from a double bond near the middle. Some alkenes have another kind of isomerism because groups on either side of the double bond cannot freely turn.

Groups can be arranged on the same side or on opposite sides. This difference affects the molecule's shape and sometimes its biological effects.

Multiple bonds are useful reaction sites because new atoms can attach across them. In hydrogenation, hydrogen is added to a multiple bond. This process can turn an alkene into a more saturated product.

In hydration, the added parts come from water, producing an alcohol under suitable conditions. Polymer making is another important example. Many small alkene molecules can link into long chains, creating materials such as polyethylene.

The carbon double bonds open during this process, then new single bonds connect the repeating units. This explains why a small change in bonding can lead to materials with very different properties.

Hydrocarbons store chemical energy in their bonds. When they burn with enough oxygen, the products are carbon dioxide and water, and energy is released as heat or light. This is why natural gas, petrol, and candle wax can act as fuels.

With too little oxygen, burning can produce carbon monoxide or tiny carbon particles called soot. Carbon monoxide is dangerous because it interferes with oxygen transport in the blood.

When balancing combustion reactions, count carbon atoms first, then hydrogen atoms, then adjust oxygen last. Students should pay close attention to whether a displayed structure shows every hydrogen, since line structures often leave carbon atoms and their attached hydrogens unstated.

Key Facts

  • Alkanes contain only carbon-carbon single bonds and have the general formula CnH2n+2 for acyclic chains.
  • Alkenes contain at least one carbon-carbon double bond and have the general formula CnH2n for acyclic chains with one double bond.
  • Alkynes contain at least one carbon-carbon triple bond and have the general formula CnH2n-2 for acyclic chains with one triple bond.
  • A single bond is one sigma bond, a double bond is one sigma bond plus one pi bond, and a triple bond is one sigma bond plus two pi bonds.
  • Typical bond angles are about 109.5° for alkane carbons, about 120° for alkene carbons, and 180° for alkyne carbons.
  • Complete combustion of a hydrocarbon follows hydrocarbon + O2 -> CO2 + H2O and releases energy.

Vocabulary

Hydrocarbon
A hydrocarbon is an organic compound made only of carbon and hydrogen atoms.
Saturated hydrocarbon
A saturated hydrocarbon has only single bonds between carbon atoms and contains the maximum number of hydrogen atoms.
Unsaturated hydrocarbon
An unsaturated hydrocarbon has at least one carbon-carbon double or triple bond and therefore fewer hydrogen atoms than the matching alkane.
Pi bond
A pi bond is a covalent bond formed by sideways overlap of orbitals and is found in double and triple bonds.
Addition reaction
An addition reaction adds atoms across a double or triple bond, converting part or all of the multiple bond into single bonds.

Common Mistakes to Avoid

  • Using the wrong general formula, such as applying CnH2n+2 to an alkene. This is wrong because each double bond removes two hydrogen atoms compared with the matching alkane.
  • Thinking double and triple bonds rotate freely like single bonds. This is wrong because pi bonds lock the bonded carbons in place unless the pi bond is broken.
  • Calling all hydrocarbons nonreactive. This is wrong because alkenes and alkynes are relatively reactive due to exposed pi bonds, especially in addition reactions.
  • Forgetting that shape changes with bond type. This is wrong because single-bonded carbons are usually tetrahedral, double-bonded carbons are trigonal planar, and triple-bonded carbons are linear.

Practice Questions

  1. 1 Write the molecular formulas for the straight-chain alkane, alkene, and alkyne that each contain 5 carbon atoms.
  2. 2 A hydrocarbon has the formula C6H10 and contains one carbon-carbon triple bond. Does it fit the alkyne general formula for an acyclic molecule, and why?
  3. 3 Explain why ethene reacts more readily with bromine than ethane, using the difference between sigma bonds and pi bonds.