18. Which of the following molecules can hydrogen bond to another molecule of itself? CCl3CH3 CH₂OCH3 CH3NH₂ CH3CH₂CONH₂CH3CH₂Br CH3CH₂OH 19. Circle the polar molecules:

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 N-chloromethylamine methanimine compound bromomethane formula or Lewis structure H | H-C H H | - CI: H | H-C=N-H CH₂ Br Between molecules of the compound? O O ΟΟ yes no yes no yes hydrogen-bonding force no Between molecules of the compound and molecules of water? O O ОО yes no yes no yes no X 5

compound hydrogen-bonding force Between Between molecules of formula or Lewis molecules of the the compound and molecules of water? name structure compound? H H O yes yes ethane Н — с —с — н no no H H H H yes çi: yes N-chloromethylamine Н—с —N no no H yes yes iodomethane CH,I no no O O O O :ö:

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 hydrogen lodide methanimine compound dimethyl ether formula or Lewis structure H HIC NIH H HI H H-C-6-C-H HICIH Between molecules of the compound? O yes O no O yes O no hydrogen-bonding force. O yes O no Between molecules of the compound and molecules of water? Oyes O no O yes O no O yes O no ola E