1) Two molecules that have electron clouds that are about the same size:             CH3CH2CH2OH             boiling point = 97°C             HOCH2CH2OH              boiling point = 198°C a

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1) Two molecules that have electron clouds that are about the same size:

            CH₃CH₂CH₂OH             boiling point = 97°C

            HOCH₂CH₂OH              boiling point = 198°C

a.   Draw the Lewis structure for CH₃CH₂CH₂OH. (Note: this Lewis structure should be hand-drawn, NOT copied and pasted from the internet or created with a structure drawing program. Remember that you can draw your structure on paper and then paste a photo of the drawing into this document.)

b.    At temperatures below 97°C, CH₃CH₂CH₂OH exists as a liquid. Using three Lewis structures, label and indicate the hydrogen bonding interactions that would exist for this substance in the liquid state. If a hydrogen bonding interaction does not exist, write "none" in the space below.

c.   At temperatures below 97°C, CH₃CH₂CH₂OH exists as a liquid. Using three Lewis structures, label and indicate the dipole-dipole interactions that would exist for this substance in the liquid state. If a dipole-dipole interaction does not exist, write "none" in the space below.

d.    At temperatures below 97°C, CH₃CH₂CH₂OH exists as a liquid. Using three Lewis structures, label and indicate the London dispersion forces that would exist for this substance in the liquid state. If an LFD does not exist, write "none" in the space below.

e.    At temperatures above 97°C, CH₃CH₂CH₂OH exists as a gas. Using three Lewis structures, show this substance as a gas. Label and indicate any intermolecular forces that exist in the gas state. If no intermolecular forces exist, write "none" next to your drawing.

f.     Draw the Lewis structure for HOCH₂CH₂OH. (Note: this Lewis structure should be hand-drawn, NOT copied and pasted from the internet or created with a structure drawing program. Remember that you can draw your structure on paper and then paste a photo of the drawing into this document.)

g.    At temperatures above 198°C, HOCH₂CH₂OH exists as a liquid. Make a list of all of the intermolecular forces that would exist in the liquid state of this substance.

h.    The boiling point of HOCH₂CH₂OH is higher than the boiling point of CH₃CH₂CH₂OH. (This is your claim.) Using the evidence above, explain why the boiling point of HOCH₂CH₂OH is higher than the boiling point of CH₃CH₂CH₂OH. Make sure to use forces and energy in your explanation.