The stronger acid has to be determined. Concept Introduction: Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton ( H + ) , it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid. Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons. Relative Acid strength: Replacing hydrogen with an electronegative substituent that pulls bonding electrons toward itself increases the strength of the acid. The more electronegative the substituent that replaces hydrogen, the stronger the acid becomes. Example:

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Answer 1

Question

Chapter 2, Problem 12P

(a)

Interpretation Introduction

Interpretation:

The stronger acid has to be determined.

Concept Introduction:

Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton (H+), it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid.

Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons.

Relative Acid strength: Replacing hydrogen with an electronegative substituent that pulls bonding electrons toward itself increases the strength of the acid.

The more electronegative the substituent that replaces hydrogen, the stronger the acid becomes.

Example:

(b)

Interpretation Introduction

Interpretation:

The stronger acid has to be determined.

Concept Introduction:

Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton (H+), it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid.

Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons.

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Students have asked these similar questions

Draw DMAP in bond line format with all lone pairs, as needed. Draw the resonance structures, and circle the resonance form that best explains why DMAP's ring nitrogen is so basic. Briefly explain why DMAP's ring nitrogen is so basic by considering the resonance form you circled and what makes an atom basic.

Indicate the strongest acid for each pair of molecules: choose A or b

Which anion (A or B) is the stronger base?

Answer 2

Question

Chapter 2, Problem 12P

(a)

Interpretation Introduction

Interpretation:

The stronger acid has to be determined.

Concept Introduction:

Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton (H+), it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid.

Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons.

Relative Acid strength: Replacing hydrogen with an electronegative substituent that pulls bonding electrons toward itself increases the strength of the acid.

The more electronegative the substituent that replaces hydrogen, the stronger the acid becomes.

Example:

(b)

Interpretation Introduction

Interpretation:

The stronger acid has to be determined.

Concept Introduction:

Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton (H+), it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid.

Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons.

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Answer 3

Question

Chapter 2, Problem 12P

(a)

Interpretation Introduction

Interpretation:

The stronger acid has to be determined.

Concept Introduction:

Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton (H+), it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid.

Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons.

Relative Acid strength: Replacing hydrogen with an electronegative substituent that pulls bonding electrons toward itself increases the strength of the acid.

The more electronegative the substituent that replaces hydrogen, the stronger the acid becomes.

Example:

(b)

Interpretation Introduction

Interpretation:

The stronger acid has to be determined.

Concept Introduction:

Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton (H+), it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid.

Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons.

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Answer 4

Question

Chapter 2, Problem 12P

(a)

Interpretation Introduction

Interpretation:

The stronger acid has to be determined.

Concept Introduction:

Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton (H+), it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid.

Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons.

Relative Acid strength: Replacing hydrogen with an electronegative substituent that pulls bonding electrons toward itself increases the strength of the acid.

The more electronegative the substituent that replaces hydrogen, the stronger the acid becomes.

Example:

(b)

Interpretation Introduction

Interpretation:

The stronger acid has to be determined.

Concept Introduction:

Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton (H+), it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid.

Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons.

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Answer 5

Chapter 2, Problem 12P

(a)

Interpretation Introduction

Interpretation:

The stronger acid has to be determined.

Concept Introduction:

Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton (H+), it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid.

Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons.

Relative Acid strength: Replacing hydrogen with an electronegative substituent that pulls bonding electrons toward itself increases the strength of the acid.

The more electronegative the substituent that replaces hydrogen, the stronger the acid becomes.

Example:

(b)

Interpretation Introduction

Interpretation:

The stronger acid has to be determined.

Concept Introduction:

Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton (H+), it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid.

Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons.

Answer 6

Chapter 2, Problem 12P

(a)

Interpretation Introduction

Interpretation:

The stronger acid has to be determined.

Concept Introduction:

Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton (H+), it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid.

Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons.

Relative Acid strength: Replacing hydrogen with an electronegative substituent that pulls bonding electrons toward itself increases the strength of the acid.

The more electronegative the substituent that replaces hydrogen, the stronger the acid becomes.

Example:

Answer 7

Chapter 2, Problem 12P

(a)

Interpretation Introduction

Interpretation:

The stronger acid has to be determined.

Concept Introduction:

Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton (H+), it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid.

Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons.

Relative Acid strength: Replacing hydrogen with an electronegative substituent that pulls bonding electrons toward itself increases the strength of the acid.

The more electronegative the substituent that replaces hydrogen, the stronger the acid becomes.

Example:

Answer 8

(b)

Interpretation Introduction

Interpretation:

The stronger acid has to be determined.

Concept Introduction:

Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton (H+), it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid.

Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The stronger acid has to be determined.

Concept Introduction:

Base and its conjugate Acid: A Base is a species that can gain a proton. When a base gains a proton (H+), it forms its conjugate acid. In order to gain a proton, a base must possess lone pair that it can use to form a new bond with the proton. Neutral base forms a positively charged conjugate acid, whereas a positively charged base forms a neutral conjugate acid.

Electron delocalization stabilizes base: If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will belong to one atom. If a base has delocalized electrons, then the negative charge that results when the base’s conjugate acid loses a proton will be shared by two or more atoms. A base with delocalized electron is more stable than a similar base with localized electrons.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 2.1 - Which of the following are not acids? CH3COOH CO2...Ch. 2.1 - Draw the products of the acidbase reaction when a....Ch. 2.1 - a.What is the conjugate acid of each of the...Ch. 2.2 - a. Which is a stronger acid, one with a pKa of 5.2...Ch. 2.2 - Prob. 5P Ch. 2.2 - Antacids are compounds that neutralize stomach...Ch. 2.2 - Are the following body fluids acidic or basic? a....Ch. 2.3 - Draw the conjugate acid of each of the following:...Ch. 2.3 - a. Write an equation showing CH3OH reacting as an...Ch. 2.3 - Prob. 10P

Solution Summary: The author explains that the stronger acid is determined by the presence of carbonyl group at alpha carbon, which withdraws the electron density towards itself inductively.

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