which of the following chemical substances would you expect to exhibit the greatest degree of hydrogen bonding?

A. ethanol B.propanol C. methanol
D. butanol

Which is most polar?

Remember H2O (HOH) is very polar.
Remember that other OH containing groups are polar, too, with the polarity decreasing as the "chain" is lengthened.

To determine which of the given chemical substances would exhibit the greatest degree of hydrogen bonding, we should consider the molecular structure and functional groups of each substance.

Hydrogen bonding occurs when hydrogen atoms are bonded to highly electronegative atoms such as nitrogen (N), oxygen (O), or fluorine (F). These electronegative atoms attract the partially positive hydrogen atoms, establishing a strong dipole-dipole interaction.

Let's analyze each substance:

A. Ethanol (C2H5OH): Ethanol has an -OH group, which contains an oxygen atom. This oxygen atom can participate in hydrogen bonding.

B. Propanol (C3H7OH): Propanol also contains an -OH group, allowing it to engage in hydrogen bonding like ethanol.

C. Methanol (CH3OH): Methanol has an -OH group, just like ethanol and propanol, so it is capable of participating in hydrogen bonding as well.

D. Butanol (C4H9OH): Similar to the previous substances, butanol also has an -OH group and can form hydrogen bonds.

Given that all four substances have the same functional group (-OH), the factor that determines the degree of hydrogen bonding is the size of the molecule. Generally, larger molecules have more opportunities for hydrogen bonding because they have more -OH groups available.

Since butanol (D) is a larger molecule than ethanol (A), propanol (B), and methanol (C) as it contains more carbon atoms, it has the greatest potential for hydrogen bonding. Therefore, the correct answer is D. Butanol.