Constitutional (structural) isomers for alkenes

saturated
hydrocarbons
C2H6
C3H8
C4H10
C5H12
Saturated hydrocarbons have the maximum number of hydrogens for that number of carbons. These are known as alkanes and have the general formula CnH2n+2.
The box shows that the difference between successive hydrocarbons in a series is CH2.

Hydrocarbons having a carbon-carbon double bond are unsaturated because they have two fewer than the maximum number of hydrogens for a given number of carbon atoms. These hydrocarbons are known as alkenes and have the general formula CnH2n.

When predicting the number of possible isomers for a given carbon skeleton, it is important to take into account that some positions in the chain may be equivalent.

Linear carbon chains are symmetrical about their center.
For a four carbon chain this means that the two end carbons are equivalent and the two middle carbons are equivalent.
Therefore the double bond can be between two blue carbons or a blue and a red carbon.
The carbon skeletons for the two straight chain C4 alkenes is shown below.

 
CH3CH2CH=CH2 CH3CH=CHCH3


Branched compounds have fewer isomers if two or more branches attached to the same carbon are equivalent.

There is only one C4 branched alkene isomer because introducing a double bond between any of the red carbons and the central carbon gives the SAME compound (2-methylpropene).  Put another way, there is only one type of pair of adjacent carbons (red and black).
 
 


The five-carbon skeleton below has only three double bond isomers because a double bond to either of the red carbons gives the same compound (2-methylbut-1-ene).  There are three different pairs of adjacent carbons (red and black, black and blue, blue and gold).