Workshop #7 – Topic 6 & 7

Question 1

Skills: Complete Lewis Structures of larger molecules to show Resonance Contributors. Understanding what
makes a valid Lewis Structure Resonance Contributor lowest in energy. Know VSEPR and molecular
shapes, along with bond angles for each shape.
(a) Using the skeletal structure provided, complete the Lewis Structure of C8H9F3N2O2S such that it is
a lowest energy resonance contributor.

(b) For each central C atom in this molecule, determine the VSEPR shape, molecular shape and smallest
approximate bond angle.

(c) For each central O atom in this molecule, determine the VSEPR shape, molecular shape and smallest
approximate bond angle.

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 (d) For each central N atom in this molecule, determine the VSEPR shape, molecular shape and smallest
approximate bond angle.

(e) For each central S atom in this molecule, determine the VSEPR shape, molecular shape and smallest
approximate bond angle.

Question 2
Skills: Draw Lewis Structures with one central atom from scratch (including acidic compounds), by
calculating valence electrons, choosing the central atom based on electronegativity, calculating formal
charges, minimizing formal charges where possible, obeying the octet rule when possible, expanding
valences when possible and appropriate and recognizing resonance. Know VSEPR and molecular shapes,
along with bond angles for each shape.

(a) For each of the following draw the BEST Lewis structure. In the case of multiple resonance
structures, draw ALL equivalent lowest energy resonance contributors. Write any non–zero
formal charges on the appropriate atoms, show all lone pairs as pairs of dots and all bond pairs as
lines.
(b) Determine the (i) VSEPR shape, (ii) molecular shape, and (iii) smallest approximate bond angle
of the central atom for each.

I. IF5

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Question 2 cont…
Skills: Draw Lewis Structures with one central atom from scratch (including acidic compounds), by
calculating valence electrons, choosing the central atom based on electronegativity, calculating formal
charges, minimizing formal charges where possible, obeying the octet rule when possible, expanding
valences when possible and appropriate and recognizing resonance. Know VSEPR and molecular shapes,
along with bond angles for each shape.

(a) For each of the following draw the BEST Lewis structure. In the case of multiple resonance
structures, draw ALL equivalent lowest energy resonance contributors. Write any non–zero
formal charges on the appropriate atoms, show all lone pairs as pairs of dots and all bond pairs as
lines.
(b) Determine the (i) VSEPR shape, (ii) molecular shape, and (iii) smallest approximate bond angle
of the central atom for each.

II. IO3-

III. I3- (note: one of the I atoms is central)

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Question 3

Skills: Know VSEPR and molecular shapes, along with bond angles for each shape.

In the previous workshop, we completed the Lewis Structure for C6H6NO4S- (pictured below)

(a) How many atoms in this ion have a VSEPR shape of tetrahedral?

(b) How many atoms in this ion have a molecular shape of bent?

(c) How many atoms in this ion have a VSEPR shape of trigonal planar?

(d) How many atoms in this ion have a molecular shape of t-shaped?

(e) How many atoms in this ion have a VSEPR shape of octahedral?

(f) How many atoms in this ion have a molecular shape of trigonal pyramidal?

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 Question 4
Skills: Evaluate bond dipoles and molecular geometry to determine if a molecule is polar or non-polar. Draw
overall net dipoles for a molecule.

For each of the following 3D perspective diagrams, determine if the molecule is polar or non- polar. If the
molecule is polar, draw the net dipole of the molecule.

Question 5

Skills: Draw Lewis Structures with one central atom from scratch (including acidic compounds), by
calculating valence electrons, choosing the central atom based on electronegativity, calculating formal
charges, minimizing formal charges where possible, obeying the octet rule when possible, expanding
valences when possible and appropriate and recognizing resonance. Draw a 3D perspective diagram based
on the molecular shape. Evaluate bond dipoles and molecular geometry to determine if a molecule is polar
or non-polar. Draw overall net dipoles for a molecule.

(a) For each of the following draw the BEST Lewis structure. In the case of multiple resonance
structures, draw ALL equivalent lowest energy resonance contributors. Write any non–zero
formal charges on the appropriate atoms, show all lone pairs as pairs of dots and all bond pairs as
lines.
(b) Draw the 3D perspective diagram for each molecule
(c) Determine if the molecule is polar or non-polar. If the molecule is polar, draw the net dipole of
the molecule.

I. SiF2Cl2

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 Question 5 cont…
(a) For each of the following draw the BEST Lewis structure. In the case of multiple resonance
structures, draw ALL equivalent lowest energy resonance contributors. Write any non–zero
formal charges on the appropriate atoms, show all lone pairs as pairs of dots and all bond pairs as
lines.
(b) Draw the 3D perspective diagram for each molecule
(c) Determine if the molecule is polar or non-polar. If the molecule is polar, draw the net dipole of
the molecule.

II. PBr5

Question 6
Skills: Evaluate bond dipoles and molecular geometry to determine if a molecule is polar or non- polar. Know
and understand when an intermolecular force will be present in a sample.

(a) Consider a pure sample of BF3. List ALL of the intermolecular forces felt between BF3 molecules.
If there is more than one force, predict which force will be the most important/strongest in the
sample.

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 (b) Consider a pure sample of NF3. List ALL of the intermolecular forces felt between NF3 molecules.
If there is more than one force, predict which force will be the most important/strongest in the
sample.

(c) Consider a sample containing only water (H2O) and Br2. List ALL of the intermolecular forces felt
between the H2O and Br2 molecules. If there is more than one force, predict which force will be the
most important/strongest in the sample.

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 Question 7
Skills: Evaluate bond dipoles and molecular geometry to determine if a molecule is polar or non- polar. Know
and understand when an intermolecular force will be present in a sample. Use an intermolecular force
argument to explain the physical properties of molecules including solubility, melting/boiling points, and
phases.

At room temperature (25 °C), a sample of CH3OH is a liquid, while a sample of CH3F is a gas. Use an
intermolecular forces argument to explain why?

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Question 8

Skills: understand the principles of chromatographic separations)

Compound A and B are added to the top of a column for separation using column chromatography. The
column is a C18 reversed phase column and water is used as the solvent. After the separation it is found that
compound A exits the bottom of the column first. Determine if compound A has the structure I or II given
below?

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