Introduction:
Hydrogen bonding is a type of intermolecular force that occurs between molecules with polar covalent bonds. It is a weak bond but plays a significant role in stabilizing molecules and determining their physical properties.

Comparison of C6H5COOH and C6H5OH:
C6H5COOH is benzoic acid, while C6H5OH is phenol. Both compounds have a phenyl group, but benzoic acid has a carboxylic acid functional group, while phenol has an alcohol functional group.

Factors affecting H-bonding:
The following factors affect hydrogen bonding:
1. The electronegativity difference between H and the atom it is bonded to.
2. The distance between the H and the atom it is bonded to.
3. The angle between the H and the atom it is bonded to.

H-bonding in C6H5COOH:
In benzoic acid, the carboxylic acid group (-COOH) can form hydrogen bonds with other carboxylic acid groups or with other molecules that can act as hydrogen bond acceptors. The electronegative oxygen atom in the -COOH group attracts the hydrogen atom in another -COOH group or a hydrogen bond acceptor, resulting in the formation of a hydrogen bond.

H-bonding in C6H5OH:
In phenol, the hydroxyl group (-OH) can form hydrogen bonds with other hydroxyl groups or with other molecules that can act as hydrogen bond acceptors. The electronegative oxygen atom in the -OH group attracts the hydrogen atom in another -OH group or a hydrogen bond acceptor, resulting in the formation of a hydrogen bond.

Conclusion:
Both benzoic acid and phenol can form hydrogen bonds due to the presence of electronegative oxygen atoms in their functional groups. However, benzoic acid has two hydrogen bond acceptors (-COOH groups), while phenol has only one hydrogen bond acceptor (-OH group). Therefore, benzoic acid has more potential for hydrogen bonding than phenol.

Carboxylic acid has more hydrogen bonding then phenol due to formation of dimer.