Deck 2: Polar Covalent Bonds;acids and Bases
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Deck 2: Polar Covalent Bonds;acids and Bases
1
Exhibit 2-2
Calculate the formal charges on the indicated atoms in each compound below.
Refer to Exhibit 2-2.The formal charge on oxygen (B) is ______.
Calculate the formal charges on the indicated atoms in each compound below.

Refer to Exhibit 2-2.The formal charge on oxygen (B) is ______.
−1
2
Exhibit 2-2
Calculate the formal charges on the indicated atoms in each compound below.
Refer to Exhibit 2-2.The formal charge on carbon (C) is ______.
Calculate the formal charges on the indicated atoms in each compound below.

Refer to Exhibit 2-2.The formal charge on carbon (C) is ______.
−1
3
Exhibit 2-1
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ A compound that can donate a proton.
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ A compound that can donate a proton.
a
4
Exhibit 2-4
Use the
convention and the crossed arrow
to show the direction of the expected polarity of the indicated bonds in the following compounds.
Refer to Exhibit 2-4.The C−O bond in furan,
Use the


Refer to Exhibit 2-4.The C−O bond in furan,

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5
Exhibit 2-1
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ The ability of an atom to attract the shared electrons in a covalent bond.
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ The ability of an atom to attract the shared electrons in a covalent bond.
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6
Exhibit 2-2
Calculate the formal charges on the indicated atoms in each compound below.
Refer to Exhibit 2-2.The formal charge on phosphorous (A) is ______.
Calculate the formal charges on the indicated atoms in each compound below.

Refer to Exhibit 2-2.The formal charge on phosphorous (A) is ______.
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7
Exhibit 2-3
Phenylalanine is an amino acid that is essential to human nutrition.The representation below shows the structure of phenylalanine at physiological pH.Consider this structure to answer the following question(s).
Refer to Exhibit 2-3.The oxygen atom labeled B.has _____ bonding electrons.
Phenylalanine is an amino acid that is essential to human nutrition.The representation below shows the structure of phenylalanine at physiological pH.Consider this structure to answer the following question(s).

Refer to Exhibit 2-3.The oxygen atom labeled B.has _____ bonding electrons.
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8
Exhibit 2-1
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ A bond between two atoms differing in electronegativity by > 2.
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ A bond between two atoms differing in electronegativity by > 2.
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9
Exhibit 2-1
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ A compound that can accept a proton.
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ A compound that can accept a proton.
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10
Exhibit 2-4
Use the
convention and the crossed arrow
to show the direction of the expected polarity of the indicated bonds in the following compounds.
Refer to Exhibit 2-4.The C−Si bond in tetramethylsilane, (CH3)4Si
Use the


Refer to Exhibit 2-4.The C−Si bond in tetramethylsilane, (CH3)4Si
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11
Exhibit 2-1
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ A term used to describe a "water loving" species.
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ A term used to describe a "water loving" species.
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12
Exhibit 2-3
Phenylalanine is an amino acid that is essential to human nutrition.The representation below shows the structure of phenylalanine at physiological pH.Consider this structure to answer the following question(s).
Refer to Exhibit 2-3.Assign any formal charges to atoms in this representation of phenylalanine.
Phenylalanine is an amino acid that is essential to human nutrition.The representation below shows the structure of phenylalanine at physiological pH.Consider this structure to answer the following question(s).

Refer to Exhibit 2-3.Assign any formal charges to atoms in this representation of phenylalanine.
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13
Exhibit 2-1
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ Any species that accepts electrons.
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ Any species that accepts electrons.
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14
Exhibit 2-3
Phenylalanine is an amino acid that is essential to human nutrition.The representation below shows the structure of phenylalanine at physiological pH.Consider this structure to answer the following question(s).
Refer to Exhibit 2-3.The oxygen atom labeled A.has ______ non-bonding electrons.
Phenylalanine is an amino acid that is essential to human nutrition.The representation below shows the structure of phenylalanine at physiological pH.Consider this structure to answer the following question(s).

Refer to Exhibit 2-3.The oxygen atom labeled A.has ______ non-bonding electrons.
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15
Exhibit 2-4
Use the
convention and the crossed arrow
to show the direction of the expected polarity of the indicated bonds in the following compounds.
Refer to Exhibit 2-4.The C−F bond in fluorobenzene,
Use the


Refer to Exhibit 2-4.The C−F bond in fluorobenzene,

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16
Exhibit 2-1
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ A bond between two atoms differing in electronegativity by < 0.5.
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ A bond between two atoms differing in electronegativity by < 0.5.
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17
Exhibit 2-1
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ A bond between two atoms differing in electronegativity by 0.5 − 2.
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ A bond between two atoms differing in electronegativity by 0.5 − 2.
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18
Exhibit 2-2
Calculate the formal charges on the indicated atoms in each compound below.
Refer to Exhibit 2-2.The formal charge on oxygen (D) is ______.
Calculate the formal charges on the indicated atoms in each compound below.

Refer to Exhibit 2-2.The formal charge on oxygen (D) is ______.
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19
Exhibit 2-1
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ A term used to describe a "water fearing" species.
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ A term used to describe a "water fearing" species.
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20
Exhibit 2-1
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ Any species that donates electrons.
Give the corresponding letter of the term that best matches the given definition.
a.Brønsted-Lowry Acid
f.Ionic Bond
b.Brønsted-Lowry Base
g.Covalent Bond
c.Lewis Acid
h.Polar-Covalent Bond
d.Lewis Base
i.Hydrophobic
e.Electronegativity
j.Hydrophilic
_____ Any species that donates electrons.
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21
Draw two resonance structures for the species below.


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22
An acid with a low pKa:
A)is a weak acid
B)is a strong acid
C)has a weak conjugate base
D)both b and c
A)is a weak acid
B)is a strong acid
C)has a weak conjugate base
D)both b and c
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23
Draw two resonance structures for the species below. 

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24
Exhibit 2-8
Consider the reaction below to answer the following question(s).
Refer to Exhibit 2-8.Using the curved arrow formalism,show the flow of electrons for this reaction.
Consider the reaction below to answer the following question(s).

Refer to Exhibit 2-8.Using the curved arrow formalism,show the flow of electrons for this reaction.
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25
The following is a representation of the pain reliever,acetaminophen,the active ingredient in Tylenol .Indicate the positions of any multiple bonds.Atoms other than carbon and hydrogen are labeled. 

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26
Circle all the Lewis bases in the group of compounds below. 

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27
Exhibit 2-10
Consider the acid-base reaction below to answer the following question(s).
Refer to Exhibit 2-10.Using the curved arrow formalism,show the flow of electrons for this reaction.
Consider the acid-base reaction below to answer the following question(s).

Refer to Exhibit 2-10.Using the curved arrow formalism,show the flow of electrons for this reaction.
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28
Exhibit 2-9
Indole is pleasant smelling in highly dilute solutions and has been used in perfumery.Use the structure of indole,below,to answer the following question(s).
Refer to Exhibit 2-9.Indole can function as a Brønsted-Lowry acid in the presence of strong bases.Formulate a reaction,showing electron flow with arrows,that demonstrates this reactivity of indole.
Indole is pleasant smelling in highly dilute solutions and has been used in perfumery.Use the structure of indole,below,to answer the following question(s).

Refer to Exhibit 2-9.Indole can function as a Brønsted-Lowry acid in the presence of strong bases.Formulate a reaction,showing electron flow with arrows,that demonstrates this reactivity of indole.
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29
Exhibit 2-6
Refer to the following equation to answer the question(s) below.Place the letter corresponding to the correct answer in the blank.
Refer to Exhibit 2-6.Will this reaction take place as written? Explain.
Refer to the following equation to answer the question(s) below.Place the letter corresponding to the correct answer in the blank.

Refer to Exhibit 2-6.Will this reaction take place as written? Explain.
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30
Exhibit 2-8
Consider the reaction below to answer the following question(s).
Refer to Exhibit 2-8.Label the acid and the base in the reaction.
Consider the reaction below to answer the following question(s).

Refer to Exhibit 2-8.Label the acid and the base in the reaction.
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31
Exhibit 2-9
Indole is pleasant smelling in highly dilute solutions and has been used in perfumery.Use the structure of indole,below,to answer the following question(s).
Refer to Exhibit 2-9.Indole can function as a Lewis base in the presence of strong acid.Formulate a reaction,showing electron flow with arrows,that demonstrates this reactivity of indole.
Indole is pleasant smelling in highly dilute solutions and has been used in perfumery.Use the structure of indole,below,to answer the following question(s).

Refer to Exhibit 2-9.Indole can function as a Lewis base in the presence of strong acid.Formulate a reaction,showing electron flow with arrows,that demonstrates this reactivity of indole.
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32
Based on electronegativity values,in which of the following is the bond,represented by -,the most polar?
A)H3C-I
B)H3C-Na
C)H3C-Cl
D)H3C-OH
A)H3C-I
B)H3C-Na
C)H3C-Cl
D)H3C-OH
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33
Draw two resonance structures for the species below. 

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34
In which series are the elements listed in order of increasing electronegativity?
A)P < S < Cl
B)Ge < C < P
C)As < S < F
D)P < Br < N
A)P < S < Cl
B)Ge < C < P
C)As < S < F
D)P < Br < N
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35
The condensed structure for dimethyl ether looks symmetrical.However,dimethyl ether has a dipole moment.Draw a structure that explains this and indicate the expected direction of the molecular dipole moment. 

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36
Use the curved arrow formalism to show the electron flow in the reaction of ammonia with water.
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37
Put a box around all the Lewis acids in the group of compounds below. 

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38
Exhibit 2-6
Refer to the following equation to answer the question(s) below.Place the letter corresponding to the correct answer in the blank.
Refer to Exhibit 2-6.The strongest Brønsted-Lowry base in the equation is ______.
Refer to the following equation to answer the question(s) below.Place the letter corresponding to the correct answer in the blank.

Refer to Exhibit 2-6.The strongest Brønsted-Lowry base in the equation is ______.
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39
Exhibit 2-10
Consider the acid-base reaction below to answer the following question(s).
Refer to Exhibit 2-10.Write the products of this Lewis acid - base reaction.
Consider the acid-base reaction below to answer the following question(s).

Refer to Exhibit 2-10.Write the products of this Lewis acid - base reaction.
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40
Exhibit 2-6
Refer to the following equation to answer the question(s) below.Place the letter corresponding to the correct answer in the blank.
Refer to Exhibit 2-6.The strongest Brønsted-Lowry acid in the equation is ______.
Refer to the following equation to answer the question(s) below.Place the letter corresponding to the correct answer in the blank.

Refer to Exhibit 2-6.The strongest Brønsted-Lowry acid in the equation is ______.
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41
How many resonance forms can be drawn for the NO3- ion?
A)1
B)2
C)3
D)4
E)None,the nitrate ion does not exhibit resonance.
A)1
B)2
C)3
D)4
E)None,the nitrate ion does not exhibit resonance.
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42
The following is generic depiction of a reaction using the curve arrow formalism.
Which of these statements is not correct for this reaction?
A)Electrons move from C to B.
B)Electrons move from B to A.
C)In the products,a bond forms between C and B.
D)In the products,A would have a positive charge.

A)Electrons move from C to B.
B)Electrons move from B to A.
C)In the products,a bond forms between C and B.
D)In the products,A would have a positive charge.
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43
Draw the resonance forms of 3,5-heptanedione anion.


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44
Draw the resonance forms of methyl acetate anion formed during the protonation of methyl acetate in the presence of sulfuric acid. 

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45
What are the products of the following reaction? 

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46
The structure for Vitamin K which is involved in blood clotting is shown below.
This vitamin would be:
A)classified as hydrophilic.
B)water-soluble.
C)fat-soluble.
D)both hydrophilic and hydrophobic.

A)classified as hydrophilic.
B)water-soluble.
C)fat-soluble.
D)both hydrophilic and hydrophobic.
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47
Which of the following substances has a zero dipole moment?
A)CO2
B)Cl2C=CCl2
C)HOCH2CH2OH
D)HCl2CCHCl2
E)All have zero dipole moments.
A)CO2
B)Cl2C=CCl2
C)HOCH2CH2OH
D)HCl2CCHCl2
E)All have zero dipole moments.
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48
Which of the following would represent the strongest acid?
A)
B)
C)
D)
A)

B)

C)

D)

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49
Which of the following substances would be expected to have the largest pKa?
A)
B)
C)
D)
A)

B)

C)

D)

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50
Which of the following does not characterize the curved arrow formalism?
A)The arrow shows the movement of electrons not atoms.
B)The atom at the head of the arrow is the electron pair acceptor.
C)The atom at the tail of the arrow is a Lewis acid.
D)The species containing the atom at the head of the arrow will have the smaller pKa.
E)All of these correctly describe the curved arrow formalism.
A)The arrow shows the movement of electrons not atoms.
B)The atom at the head of the arrow is the electron pair acceptor.
C)The atom at the tail of the arrow is a Lewis acid.
D)The species containing the atom at the head of the arrow will have the smaller pKa.
E)All of these correctly describe the curved arrow formalism.
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