Themes > Science > Chemistry > Organic Chemistry > Determination of Structure > Degree of Unsaturation > Hydrocarbons: (Compounds of only C and H)

A hydrocarbon of n carbons cannot contain more than 2n+2 hydrogens. CnH2n+2 is the formula for any alkane that is acyclic (not a ring). This statement is true for both normal (straight chain) and branched alkanes. After all, both n-butane and isobutane are isomers (same composition, different structures) C4H10.

Convince yourself that each of the following hydrocarbons fits the formula CnH2n+2.

When a hydrocarbon has the formula CnH2n, it is two hydrogen atoms shy of being completely saturated. Its degree of unsaturation is 1, which is determined by subtracting H2n from H2n+2 and dividing the difference by 2. A hydrocarbon with a degree of unsaturation of 1 is either an acyclic (non-cyclic) alkene or a cycloalkane. You can imagine taking n-pentane (above left) and mentally removing a hydrogen atom from C1 and C2. What you have left, in addition to H2, is 1-pentene. If the same mental exercise were conducted at C1 and C5 of n-pentane and the two radicals were joined, a cyclopentane ring would be formed.

Convince yourself that each of the following hydrocarbons fits the formula CnH2n..

If a compound fits the formula CnH2n-2 it has two degrees of unsaturation. Do the math. This compound may be have a triple bond (alkyne), two double bonds (diene), a double bond and a ring (cycloalkene), or two ring (bicyclic alkane).

Convince yourself that each of the following hydrocarbons fits the formula CnH2n.-2.

The degree of unsaturation may also be employed in another way. Given a particular hydrocarbon structure for which you know the number of carbons and the degree of unsaturation, you can calculate the number of hydrogen atoms. Benzene has 6 carbon atoms and 4 degrees of unsaturation (1 ring and 3 double bonds). If you work backwards and double the degrees of unsaturation you have 8.

The maximum number of hydrogens for a C6 compound is 14. The difference between 14 and 8 is 6. Benzene is C6H6.

Hydrocarbons must have an even number of hydrogen atoms. If the number of hydrogens is odd, you have a radical.


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