Practice Hydrogen Bonding in Chemistry

Use these practice problems to test your method after reviewing the concept explanation and worked examples.

Quick Recap

Hydrogen bonding is a particularly strong dipole-dipole attraction that occurs when a hydrogen atom covalently bonded to nitrogen, oxygen, or fluorine is attracted to a lone pair on a nearby nitrogen, oxygen, or fluorine atom in another (or the same) molecule.

When hydrogen is attached to a very electronegative atom, nearby molecules feel an unusually strong attraction.

Showing a random 20 of 50 problems.

Example 1

medium
Sucrose dissolves easily in water. Which functional groups on sucrose are responsible, and what IMF is involved?

Example 2

easy
Does NH3NH_3 exhibit hydrogen bonding? Answer yes or no.

Example 3

easy
Does HCNHCN (a polar molecule with H bonded to C) participate in hydrogen bonding as a donor?

Example 4

medium
Methanol (CH3OHCH_3OH) and ethane (C2H6C_2H_6) have similar molar masses. Which has the higher boiling point and why?

Example 5

medium
Which would have the higher boiling point: propan-1-ol CH3CH2CH2OHCH_3CH_2CH_2OH or butane C4H10C_4H_{10}? Both are similar size.

Example 6

medium
Estimate the energy of one hydrogen bond in kJ/mol (give a typical value).

Example 7

medium
A chemist says HCl shows hydrogen bonding because it contains hydrogen. Identify the error.

Example 8

easy
In which molecule can hydrogen bonding occur: CH4CH_4 or H2OH_2O?

Example 9

easy
Which has a higher boiling point: water H2OH_2O or hydrogen sulfide H2SH_2S?

Example 10

hard
In DNA, adenine pairs with thymine (2 H-bonds) and guanine pairs with cytosine (3 H-bonds). Which base pair is more stable thermally?

Example 11

medium
Per molecule, can a single water molecule form up to how many hydrogen bonds, and why?

Example 12

easy
Which has stronger intermolecular forces: H2OH_2O or H2SH_2S?

Example 13

challenge
Liquid HF has a boiling point of 19.5 ยฐC while water boils at 100 ยฐC, even though the individual H-F bond is more polar than O-H. Explain.

Example 14

challenge
Hydrogen fluoride (HF) has a higher boiling point than HCl, HBr, and HI even though it is the lightest. Reconcile this with the usual molar-mass trend.

Example 15

easy
Can a water molecule act as both a hydrogen-bond donor and acceptor?

Example 16

medium
Rank the boiling points of CH3FCH_3F, CH3OHCH_3OH, and CH4CH_4 from highest to lowest.

Example 17

medium
Explain why HF is a liquid at 19 ยฐC while HCl is a gas at the same temperature.

Example 18

medium
Predict whether trimethylamine (CH3)3N(CH_3)_3N self-hydrogen-bonds.

Example 19

easy
Is hydrogen bonding stronger or weaker than London dispersion forces of similar-size molecules?

Example 20

easy
Fill in the blank: A hydrogen bond involves a hydrogen attached to ____ being attracted to a lone pair on another ____, ____, or ____ atom.