Select all substances with an acceptor atom that can hydrogen bond to a hydrogen atom that is part of a polar covalent bond

HCCH ethyne
Br2 dibromine
H2CCH2 ethene
CH3Cl chloromethane
CH3CH2CO2H propionic acid
OF2 oxygen difluoride

To determine which substances have an acceptor atom that can hydrogen bond to a hydrogen atom in a polar covalent bond, we'll need to look at the chemical structure of each substance.

In general, hydrogen bonding occurs between a hydrogen atom bonded to a highly electronegative atom (often nitrogen, oxygen, or fluorine) and an electron-dense region on another molecule with a lone pair of electrons.

Let's analyze each substance:

1. HCCH (ethyne): There are no hydrogen atoms bonded to highly electronegative atoms, so it does not have an acceptor atom for hydrogen bonding.

2. Br2 (dibromine): Bromine (Br) is not a highly electronegative atom, so Br2 does not have an acceptor atom for hydrogen bonding.

3. H2CCH2 (ethene): Ethene has no hydrogen atoms bonded to highly electronegative atoms, so it does not have an acceptor atom for hydrogen bonding.

4. CH3Cl (chloromethane): Chloromethane has a hydrogen atom bonded to a carbon atom, which is not highly electronegative. It does not have an acceptor atom for hydrogen bonding.

5. CH3CH2CO2H (propionic acid): Propionic acid has a carboxylic acid functional group (CO2H), where the hydrogen attached to the oxygen can form a hydrogen bond with another molecule. It does have an acceptor atom for hydrogen bonding.

6. OF2 (oxygen difluoride): Oxygen difluoride has an oxygen atom bonded to a hydrogen atom, which can form a hydrogen bond with another molecule. It does have an acceptor atom for hydrogen bonding.

Based on this analysis, the substances with an acceptor atom that can hydrogen bond to a hydrogen atom in a polar covalent bond are:
- CH3CH2CO2H (propionic acid)
- OF2 (oxygen difluoride)