Question 1

Use resonance structures to explain the differences in pKa of the two structures shown below.

Accepted Answer

Although phenol has more resonance state...

Question 2

Figure 1
Figure 1 is a list of pKa values for various organic functional groups. a values for various organic functional groups.   -Referring to Figure 1,on what side of the equilibrium will the following reaction lie?   A) the left,because water has a higher pKa than thioethane B) the right,because water has a higher pKa than thioethane C) the left,because hydronium has a lower pKa than thioethane D) the right,because hydronium has a lower pKa than thioethane" class="answers-bank-image d-inline" rel="preload" >
-Referring to Figure 1,on what side of the equilibrium will the following reaction lie? a values for various organic functional groups.   -Referring to Figure 1,on what side of the equilibrium will the following reaction lie?   A) the left,because water has a higher pKa than thioethane B) the right,because water has a higher pKa than thioethane C) the left,because hydronium has a lower pKa than thioethane D) the right,because hydronium has a lower pKa than thioethane" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  the left,because water has a higher pKa than thioethane
B)  the right,because water has a higher pKa than thioethane
C)  the left,because hydronium has a lower pKa than thioethane
D)  the right,because hydronium has a lower pKa than thioethaneE) A) and B)
F) C) and D)

Question 3

A molecule with an empty p orbital is an example of a(n)_______________ .

Accepted Answer

The answer of A molecule with an empty p orbital...

Question 4

Given the following reaction scheme,which molecule is the conjugate acid?

Accepted Answer

A)   
B)   
C)   
D)   E) C) and D)
F) B) and C)

Question 5

Given the structure and pKa of 2,2,2 trifluoroethanol (shown below) ,what can be said about its protonation state at pH 10? a of 2,2,2 trifluoroethanol (shown below) ,what can be said about its protonation state at pH 10?   A) It will exist mostly in the protonated form. B) It will exist mostly in the deprotonated form. C) It will be 50% protonated and 50% deprotonated. D) There is not enough data to evaluate." class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  It will exist mostly in the protonated form.
B)  It will exist mostly in the deprotonated form.
C)  It will be 50% protonated and 50% deprotonated.
D)  There is not enough data to evaluate.E) B) and C)
F) B) and D)

Question 6

Electronegativity is used to compare the acidity of atoms in the same row on the periodic table.

Accepted Answer

A) True 
 B)False

Question 7

Given the following reaction scheme,what best describes water?

Accepted Answer

A)  It is an acid.
B)  It is a base.
C)  It is a conjugate acid.
D)  It is a conjugate base.E) B) and C)
F) B) and D) D

Question 8

Substituents on phenol can modulate its pKa values.Explain the differences in pKa seen in the three different phenol molecules shown below.Draw resonance structures to justify your answers.

Accepted Answer

Phenol and p-methylphenol have the same ...

Question 9

Carboxylic acids are more acidic than alcohols due to their enhanced ability to delocalize positive charge.

Accepted Answer

A) True 
 B)False  False

Question 10

The stronger the acid,the _______________ the conjugate base.

Accepted Answer

The answer of The stronger the acid,the _______________ the conjugate...

Question 11

Rank the following molecules in terms of increasing acidity (from least to most) .

Accepted Answer

A)  A,B,C
B)  C,B,A
C)  B,C,A
D)  A,C,BE) A) and C)
F) None of the above

Question 12

Thiols are stronger acids than alcohols.

Accepted Answer

A) True 
 B)False

Question 13

What hybridization best stabilizes the negative charge of conjugate bases?

Accepted Answer

A)  p
B)  sp
C)  sp2
D)  sp3E) All of the above
F) A) and D)

Question 14

Electron withdrawing groups stabilize conjugate bases.

Accepted Answer

A) True 
 B)False

Question 15

The strength of a neutral acid is dependent on how well the charge is stabilized in the conjugate base.

Accepted Answer

A) True 
 B)False

Question 16

Rank the labelled protons in the following molecule in order of increasing acidity (from least acidic to most acidic) .

Accepted Answer

A)  A,B,C
B)  C,B,A
C)  C,A,B
D)  B,A,CE) B) and C)
F) A) and D)

Question 17

Higher pKa values lead to stronger acids.

Accepted Answer

A) True 
 B)False

Question 18

Compound A has a pKa of 10 and compound B has a pKa of 5.How many times more acidic is compound B compared to A?

Accepted Answer

A)  2 times more acidic
B)  5 times more acidic
C)  10 000 times more acidic
D)  50 000 times more acidicE) A) and B)
F) B) and C)

Question 19

Although similar constitutional isomers,salicylic acid is 50 times more acidic than p-hydroxybenzoic acid (shown below).Come up with a reason why this is the case,and draw a structure that verifies your hypothesis.

Accepted Answer

The negative charge on the conjugate bas...

Question 20

Which acid shown below is stronger and why?

Accepted Answer

A)  A due to atomic size
B)  B due to atomic size
C)  A due to electronegativity
D)  B due to electronegativityE) B) and C)
F) A) and C) A

Exam 6: Acids and Bases

Use resonance structures to explain the differences in pKa of the two structures shown below.

Correct AnswerverifiedAlthough phenol has more resonance state...View AnswerShow Answer

Figure 1 Figure 1 is a list of pKa values for various organic functional groups. -Referring to Figure 1,on what side of the equilibrium will the following reaction lie?

Correct AnswerverifiedShow Answer

A molecule with an empty p orbital is an example of a(n)_______________ .

Correct AnswerverifiedShow Answer

Given the following reaction scheme,which molecule is the conjugate acid?

Correct AnswerverifiedShow Answer

Given the structure and pKa of 2,2,2 trifluoroethanol (shown below) ,what can be said about its protonation state at pH 10?

Correct AnswerverifiedShow Answer

Electronegativity is used to compare the acidity of atoms in the same row on the periodic table.

Correct AnswerverifiedShow Answer

Given the following reaction scheme,what best describes water?

Correct AnswerverifiedD

Substituents on phenol can modulate its pKa values.Explain the differences in pKa seen in the three different phenol molecules shown below.Draw resonance structures to justify your answers.

Correct AnswerverifiedPhenol and p-methylphenol have the same ...View AnswerShow Answer

Carboxylic acids are more acidic than alcohols due to their enhanced ability to delocalize positive charge.

Correct AnswerverifiedFalse

The stronger the acid,the _______________ the conjugate base.

Correct AnswerverifiedShow Answer

Rank the following molecules in terms of increasing acidity (from least to most) .

Correct AnswerverifiedShow Answer

Thiols are stronger acids than alcohols.

Correct AnswerverifiedShow Answer

What hybridization best stabilizes the negative charge of conjugate bases?

Correct AnswerverifiedShow Answer

Electron withdrawing groups stabilize conjugate bases.

Correct AnswerverifiedShow Answer

The strength of a neutral acid is dependent on how well the charge is stabilized in the conjugate base.

Correct AnswerverifiedShow Answer

Rank the labelled protons in the following molecule in order of increasing acidity (from least acidic to most acidic) .

Correct AnswerverifiedShow Answer

Higher pKa values lead to stronger acids.

Correct AnswerverifiedShow Answer

Compound A has a pKa of 10 and compound B has a pKa of 5.How many times more acidic is compound B compared to A?

Correct AnswerverifiedShow Answer

Although similar constitutional isomers,salicylic acid is 50 times more acidic than p-hydroxybenzoic acid (shown below).Come up with a reason why this is the case,and draw a structure that verifies your hypothesis.

Correct AnswerverifiedThe negative charge on the conjugate bas...View AnswerShow Answer

Which acid shown below is stronger and why?

Correct AnswerverifiedA

Use resonance structures to explain the differences in pK_a of the two structures shown below.

Correct Answer
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Although phenol has more resonance state...
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Figure 1 Figure 1 is a list of pK_a values for various organic functional groups. -Referring to Figure 1,on what side of the equilibrium will the following reaction lie?

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Given the structure and pK_a of 2,2,2 trifluoroethanol (shown below) ,what can be said about its protonation state at pH 10?

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D

Substituents on phenol can modulate its pK_a values.Explain the differences in pK_a seen in the three different phenol molecules shown below.Draw resonance structures to justify your answers.

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Phenol and p-methylphenol have the same ...
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False

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Higher pK_a values lead to stronger acids.

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Compound A has a pK_a of 10 and compound B has a pK_a of 5.How many times more acidic is compound B compared to A?

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The negative charge on the conjugate bas...
View Answer

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A