RANK THESE COMPOUNDS BY THE LENGTH OF THE CARBON-CARBON BOND

To rank compounds by the length of the carbon-carbon bond, we need to consider the factors that influence bond length.

1. Number of bonds: Compounds with a higher number of bonds between carbon atoms tend to have shorter carbon-carbon bond lengths. Double bonds are generally shorter than single bonds, and triple bonds are even shorter than double bonds.

2. Hybridization: Carbon atoms can have different hybridization states, such as sp, sp2, and sp3. The more s-character a hybrid orbital has, the shorter the bond length. In general, sp hybridized carbon atoms have shorter bonds than sp2, which are shorter than sp3.

3. Steric effects: Bulky substituents or groups attached to the carbon atoms can affect the bond length by inducing steric hindrance. If there are large groups attached to the carbon atoms, they may create repulsion and increase the bond length.

So, to rank compounds by carbon-carbon bond length, consider these factors and follow these steps:

1. Identify the type of bond between the carbon atoms: Check if the compound contains single, double, or triple bonds between carbon atoms.

2. Determine the hybridization state of the carbon atoms: Look for the presence of electronegative atoms, such as oxygen or nitrogen. If there are such atoms, the carbon atoms are likely to be sp2 hybridized. If no electronegative atoms are present, the carbon atoms are likely to be sp3 hybridized.

3. Consider steric effects: Look for bulky substituents or groups attached to the carbon atoms. If there are steric hindrances, the bond length may be longer.

Applying these steps to rank the compounds, you can determine the lengths of their carbon-carbon bonds.