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Questions and Answers
What characteristic of the iodide ion contributes to HI being the strongest acid?
What characteristic of the iodide ion contributes to HI being the strongest acid?
Which statement accurately defines a Lewis acid?
Which statement accurately defines a Lewis acid?
In which solvent does HCl utilize CH3OH as the strongest available Lewis base?
In which solvent does HCl utilize CH3OH as the strongest available Lewis base?
What type of cation is referred to as a carbocation?
What type of cation is referred to as a carbocation?
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What is the result of both resonance and the inductive effect discussed in the content?
What is the result of both resonance and the inductive effect discussed in the content?
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Which statement correctly describes a Brønsted-Lowry acid?
Which statement correctly describes a Brønsted-Lowry acid?
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What is the relationship between the strength of an acid and its conjugate base?
What is the relationship between the strength of an acid and its conjugate base?
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Which of the following correctly identifies a diprotic acid?
Which of the following correctly identifies a diprotic acid?
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Which ion is classified as a strong base?
Which ion is classified as a strong base?
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Which molecule can act as both an acid and a base?
Which molecule can act as both an acid and a base?
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What defines a strong acid?
What defines a strong acid?
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Between acetic acid and carbonic acid, which is the stronger acid?
Between acetic acid and carbonic acid, which is the stronger acid?
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What is the charge of the conjugate base of HI?
What is the charge of the conjugate base of HI?
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What characterizes a weak acid?
What characterizes a weak acid?
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What is the relationship between stronger and weaker acids in an acid-base reaction?
What is the relationship between stronger and weaker acids in an acid-base reaction?
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Which factor does NOT influence the relative acidity of an organic acid?
Which factor does NOT influence the relative acidity of an organic acid?
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How does electronegativity affect the stability of the anion formed from an acid?
How does electronegativity affect the stability of the anion formed from an acid?
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What is the expected position of equilibrium in an acid-base reaction involving a weak acid?
What is the expected position of equilibrium in an acid-base reaction involving a weak acid?
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Which statement about weak bases is true?
Which statement about weak bases is true?
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What factor contributes to the acidity of an acid HA?
What factor contributes to the acidity of an acid HA?
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Why are carboxylic acids stronger acids compared to alcohols?
Why are carboxylic acids stronger acids compared to alcohols?
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What stabilizes the anion formed when an acid loses a proton?
What stabilizes the anion formed when an acid loses a proton?
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What role does resonance play in the stability of anions?
What role does resonance play in the stability of anions?
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In an aqueous solution, what percentage of acetic acid molecules are typically ionized?
In an aqueous solution, what percentage of acetic acid molecules are typically ionized?
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How does atomic radius affect the stability of halide ions?
How does atomic radius affect the stability of halide ions?
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Which halide ion has the largest atomic radius?
Which halide ion has the largest atomic radius?
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What happens to the stability of the anion as the atomic radii of the elements increase?
What happens to the stability of the anion as the atomic radii of the elements increase?
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Which of the following describes the inductive polarization of electron density?
Which of the following describes the inductive polarization of electron density?
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What is the pKa range for most alcohols?
What is the pKa range for most alcohols?
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What is defined as an Arrhenius acid?
What is defined as an Arrhenius acid?
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Which of the following compounds is an example of an Arrhenius base?
Which of the following compounds is an example of an Arrhenius base?
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How do many metal hydroxides behave when dissolved in water?
How do many metal hydroxides behave when dissolved in water?
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What role does water play in the Brønsted-Lowry acid-base theory?
What role does water play in the Brønsted-Lowry acid-base theory?
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What is a conjugate acid?
What is a conjugate acid?
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What characterizes a conjugate acid-base pair?
What characterizes a conjugate acid-base pair?
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What happens to H+ ions when they are in aqueous solution according to modern understanding?
What happens to H+ ions when they are in aqueous solution according to modern understanding?
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Which statement regarding the transfer of protons in acid-base reactions is accurate?
Which statement regarding the transfer of protons in acid-base reactions is accurate?
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Study Notes
Arrhenius Acids and Bases
- Arrhenius proposed definitions in 1884
- Acid: A substance that dissolves in water, producing hydronium ions (H₃O⁺)
- Base: A substance that dissolves in water, producing hydroxide ions (OH⁻)
- The definition of an acid is a slight modification of the original Arrhenius definition, which stated that an acid produces H⁺ in an aqueous solution. Modern understanding is that H⁺ reacts immediately with a water molecule, forming hydronium ion.
Curved Arrows
- Used to show electron pair movement during reactions
- Example: HCl dissolving in water, forming hydronium ion and chloride ion
- Electron pair from O-H bond moves to form a new O-H bond, resulting in hydronium ion and chloride ion.
Arrhenius Bases
- Many bases are metal hydroxides (e.g. KOH, NaOH, Mg(OH)₂, Ca(OH)₂)
- These are ionic solids
- When they dissolve/dissipate, they separate into ions
Brønsted-Lowry Acids & Bases
- Acid: A proton donor
- Base: A proton acceptor
- Conjugate acid: Formed when a base accepts a proton from an acid
- Conjugate base: Formed when an acid donates a proton to a base
Conjugate Acid-Base Pairs
- Any pair of molecules or ions that can be interconverted by proton transfer
- Example: reaction of hydrogen chloride (HCl) with water (H₂O)
- HCl is an acid, donating a proton to water, forming chloride ion (Cl⁻)
- Water is a base, accepting a proton, forming hydronium ion (H₃O⁺)
Brønsted-Lowry Definitions
- Brønsted-Lowry definitions do not require water as a reactant
- Example: Reaction of acetic acid (CH₃COOH) and ammonia (NH₃)
- Acetic acid (CH₃COOH) donates a proton to ammonia, forming acetate ion (CH₃COO⁻)
- Ammonia (NH₃ ) accepts a proton, forming ammonium ion (NH₄⁺)
Curved Arrow Explanation
- Curved arrows show electron flow during proton transfers
Acid Strength and Conjugate Strength
- Strong acid: Reacts completely with water to form hydronium ions (H₃O⁺)
- Strong base: Reacts completely with water to form hydroxide ions
- Examples of common strong acids: HCl, HBr, HI, HNO₃, H₂SO₄, HClO₄
- Examples of common strong bases: LiOH, NaOH, KOH, Ba(OH)₂
Weak Acids
- Weak acid: Only partially dissociates in water, producing hydronium ions (H₃O⁺)
- Example: Acetic acid (CH₃COOH) partially dissociates into acetate ion (CH₃COO⁻) and hydronium ion (H₃O⁺)
Weak Bases
- Weak bases: Partially dissociate in water, producing hydroxide ions(OH⁻)
- Example: Ammonia (NH₃) partially dissociates into ammonium ion (NH₄⁺) and hydroxide ion (OH⁻)
Acid-Base Reactions
- Acetic acid is only partially ionized in aqueous solution
- The equilibrium equation for weak acid (HA) can be written as;
- HA + H₂O ⇌ A⁻ + H₃O⁺
- Ka = [H₃O⁺][A⁻] / [HA].
pKa Values
- Table 2.2 presents pKa values for various acids
- pKa is a measure of acid strength, with smaller pKa values corresponding to stronger acids
Acid-Base Equilibria
- Equilibrium position depends on relative acid strengths among species involved
- Stronger acid reacts with stronger base, producing weaker acid and base.
- Equilibrium favours the side of the weaker acid and base
Structure and Acidity
- Factors affect acidic strength
- Electronegativity of atom bonded to H
- Resonance/delocalization in the anion formed
- Inductive effects
- Size/charge distribution of the anion
Electronegativity
- Higher electronegativity corresponds to greater stability
- The higher the atoms electronegativity value, the better able it is to stabilize a negative charge.
Resonance Delocalization
- Resonance stabilization contributes to greater stability in an anion
- Carboxylic acids are more acidic than alcohols because of resonance in carboxylare anion
Inductive Effect
- Inductive effect accounts for the impact of substituent groups on acidity
Anion Stability
- Anion stability is critical in determining acid strength
- Greater stability of the anion formed increases the acid strength of the parent molecule
Acidic Strength of Halides
- Relative acidity of hydrogen halides (HI > HBr > HCl>HF)
Lewis Acids & Bases
- Lewis acid: A molecule or ion that can accept an electron pair to form a new covalent bond
- Lewis base: A molecule or ion that can donate an electron pair to form a new covalent bond
- Examples of proton transfers: HCl reacting with H₂O or CH₃OH
Carbocation Example
- Carbocation is one type of lewis acid, such as in the example of CH₃-CH⁺-CH₃
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Description
Test your understanding of Arrhenius and Brønsted-Lowry definitions of acids and bases. Explore the concepts of hydronium and hydroxide ions, and practice using curved arrows to represent electron movement in reactions. This quiz will strengthen your grasp of fundamental acid-base theories.