Calculating The Degree of Unsaturation (DoU)

If the molecular formula is given, plug in the numbers into this formula:

• C   is the number of carbons

• N   is the number of nitrogens
• X   is the number of halogens (F, Cl, Br, I)
• H   is the number of hydrogens

As stated before, a saturated molecule contains only single bonds and no rings. Another way of interpreting this is that a saturated molecule has the maximum number of hydrogen atoms possible to be an acyclic alkane. Thus, the number of hydrogens can be represented by 2C+2, which is the general molecular representation of an alkane. As an example, for the molecular formula C₃H₄ the number of actual hydrogens needed for the compound to be saturated is 8 [2C+2=(2x3)+2=8]. The compound needs 4 more hydrogens in order to be fully saturated (expected number of hydrogens-observed number of hydrogens=8-4=4). Degrees of unsaturation is equal to 2, or half the number of hydrogens the molecule needs to be classified as saturated. Hence, the DoB formula divides by 2. The formula subtracts the number of X's because a halogen (X) replaces a hydrogen in a compound. For instance, in chloroethane, C₂H₅Cl, there is one less hydrogen compared to ethane, C₂H₆.

For a compound to be saturated, there is one more hydrogen in a molecule when nitrogen is present. Therefore, we add the number of nitrogens (N). This can be seen with C₃H₉N compared to C₃H₈. Oxygen and sulfur are not included in the formula because saturation is unaffected by these elements. As seen in alcohols, the same number of hydrogens in ethanol, C₂H₅OH, matches the number of hydrogens in ethane, C₂H₆.

The following chart illustrates the possible combinations of the number of double bond(s), triple bond(s), and/or ring(s) for a given degree of unsaturation. Each row corresponds to a different combination.

• One degree of unsaturation is equivalent to 1 ring or 1 double bond (1 π

• bond).
• Two degrees of unsaturation is equivalent to 2 double bonds, 1 ring and 1 double bond, 2 rings, or 1 triple bond (2 π

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