Question

for each compound in the table below, decide whether there would be any hydrogen - bonding force between molecules of the compound, or between molecules of the compound and molecules of water.

name	compound	formula or lewis structure	between molecules of the compound?	between molecules of the compound and molecules of water?
acetic acid	h - c - c - o - h (with double - bond between c and o)	h - c - c - o - h (with double - bond between c and o)	no yes	no yes
dimethyl ether	h - c - o - c - h	h - c - o - c - h	no yes	no yes

Explanation:

Step1: Recall hydrogen - bonding criteria

Hydrogen - bonding occurs when a hydrogen atom is bonded to a highly electronegative atom (N, O, F) and there is a lone pair on another electronegative atom.

Step2: Analyze hypochlorous acid (HClO)

HClO has an O - H bond. Hydrogen - bonding can occur between HClO molecules (due to the O - H bond and lone pairs on O) and between HClO and water molecules (as water has O - H bonds and lone pairs on O and HClO has O - H and lone pairs on O). So, yes for both cases.

Step3: Analyze acetic acid

Acetic acid ($CH_3COOH$) has an O - H bond in the carboxyl group. Hydrogen - bonding can occur between acetic acid molecules and between acetic acid and water molecules. So, yes for both cases.

Step4: Analyze dimethyl ether

Dimethyl ether ($CH_3OCH_3$) has no O - H bond directly. There is no hydrogen - bonding between dimethyl ether molecules. But it can form hydrogen - bonding with water molecules because water has O - H bonds and the oxygen in dimethyl ether has lone pairs. So, no between dimethyl ether molecules, yes between dimethyl ether and water molecules.

Answer:

Name	Hypochlorous acid	Acetic acid	Dimethyl ether
Between molecules of the compound and molecules of water?	Yes	Yes	Yes