Podcast
Questions and Answers
Which statement correctly describes a Brønsted-Lowry acid?
Which statement correctly describes a Brønsted-Lowry acid?
What role does CH3NH2 play in the equilibrium CH3NH2 + H2O ⇌ CH3NH3+ + OH-?
What role does CH3NH2 play in the equilibrium CH3NH2 + H2O ⇌ CH3NH3+ + OH-?
What does the term 'amphoteric' refer to in the context of water in the reaction?
What does the term 'amphoteric' refer to in the context of water in the reaction?
In the reaction, what is the outcome when OH- gains a proton?
In the reaction, what is the outcome when OH- gains a proton?
Signup and view all the answers
Which of the following correctly identifies both Brønsted-Lowry bases in the reaction?
Which of the following correctly identifies both Brønsted-Lowry bases in the reaction?
Signup and view all the answers
Which of the following substances is a Brønsted acid in the reaction HCl + H2O → Cl- + H3O+?
Which of the following substances is a Brønsted acid in the reaction HCl + H2O → Cl- + H3O+?
Signup and view all the answers
A Lewis acid is a substance that donates electron pairs.
A Lewis acid is a substance that donates electron pairs.
Signup and view all the answers
What happens to the charge of an acid when it forms its conjugate base?
What happens to the charge of an acid when it forms its conjugate base?
Signup and view all the answers
A solution with a pH greater than 7.0 is classified as _____
A solution with a pH greater than 7.0 is classified as _____
Signup and view all the answers
Match the following acids with their corresponding conjugate bases:
Match the following acids with their corresponding conjugate bases:
Signup and view all the answers
What defines a Brønsted acid?
What defines a Brønsted acid?
Signup and view all the answers
A Lewis base donates electrons.
A Lewis base donates electrons.
Signup and view all the answers
What happens to the strength of a conjugate base as the strength of its corresponding acid increases?
What happens to the strength of a conjugate base as the strength of its corresponding acid increases?
Signup and view all the answers
A solution with a pH of 14 is classified as _____
A solution with a pH of 14 is classified as _____
Signup and view all the answers
Match the following acids with their corresponding conjugate bases:
Match the following acids with their corresponding conjugate bases:
Signup and view all the answers
Which factor represents the influence of the charge on acidity?
Which factor represents the influence of the charge on acidity?
Signup and view all the answers
More negatively charged compounds are considered more acidic.
More negatively charged compounds are considered more acidic.
Signup and view all the answers
What happens to acidity as you move left-to-right across a row in the periodic table?
What happens to acidity as you move left-to-right across a row in the periodic table?
Signup and view all the answers
The acidity of a compound increases as you go _____ down a column on the periodic table.
The acidity of a compound increases as you go _____ down a column on the periodic table.
Signup and view all the answers
Match the following hybridization types with their s-character percentage:
Match the following hybridization types with their s-character percentage:
Signup and view all the answers
What is the correct parent chain for the molecule containing Cl and F?
What is the correct parent chain for the molecule containing Cl and F?
Signup and view all the answers
Which functional groups are present in the molecule?
Which functional groups are present in the molecule?
Signup and view all the answers
How are the substituents incorporated into the IUPAC name?
How are the substituents incorporated into the IUPAC name?
Signup and view all the answers
Which of the following describes how to determine the highest priority functional group?
Which of the following describes how to determine the highest priority functional group?
Signup and view all the answers
What happens to an acid when it forms its conjugate base?
What happens to an acid when it forms its conjugate base?
Signup and view all the answers
At low pH, what form do amino acids generally take?
At low pH, what form do amino acids generally take?
Signup and view all the answers
Using the CARDIO mnemonic, which factor would most likely enhance the acidity of a compound?
Using the CARDIO mnemonic, which factor would most likely enhance the acidity of a compound?
Signup and view all the answers
Which of the following pK values corresponds to a typical carboxylic acid?
Which of the following pK values corresponds to a typical carboxylic acid?
Signup and view all the answers
At physiological pH (around 7.4), what can be said about the nature of amino acids?
At physiological pH (around 7.4), what can be said about the nature of amino acids?
Signup and view all the answers
If the pK of a group's deprotonation is above the pH, what is the expected state of that group?
If the pK of a group's deprotonation is above the pH, what is the expected state of that group?
Signup and view all the answers
Which of the following statements about the strength of acids and bases is true regarding resonance?
Which of the following statements about the strength of acids and bases is true regarding resonance?
Signup and view all the answers
What form will the amine and side chain of histidine take at pH 8, given their pK values?
What form will the amine and side chain of histidine take at pH 8, given their pK values?
Signup and view all the answers
Which of the following statements accurately describes a property of acids?
Which of the following statements accurately describes a property of acids?
Signup and view all the answers
What characterizes a strong acid compared to a weak acid?
What characterizes a strong acid compared to a weak acid?
Signup and view all the answers
What is the pH range of basic solutions?
What is the pH range of basic solutions?
Signup and view all the answers
Which of the following best explains the conductivity property of both acids and bases in solution?
Which of the following best explains the conductivity property of both acids and bases in solution?
Signup and view all the answers
Which statement about the pH scale is true?
Which statement about the pH scale is true?
Signup and view all the answers
Which molecule would have the highest Rf in thin-layer chromatography?
Which molecule would have the highest Rf in thin-layer chromatography?
Signup and view all the answers
In thin-layer chromatography, polar compounds travel the farthest up the plate.
In thin-layer chromatography, polar compounds travel the farthest up the plate.
Signup and view all the answers
What type of solvent is typically used in thin-layer chromatography?
What type of solvent is typically used in thin-layer chromatography?
Signup and view all the answers
In TLC, the greater the distance a compound travels, the more ____ it is.
In TLC, the greater the distance a compound travels, the more ____ it is.
Signup and view all the answers
Match the following characteristics with their descriptions in thin-layer chromatography:
Match the following characteristics with their descriptions in thin-layer chromatography:
Signup and view all the answers
Study Notes
Brønsted-Lowry Bases in Equilibrium
- Reaction: CH3NH2 + H2O ⇌ CH3NH3+ + OH-
- CH3NH2 and OH- are the two Brønsted-Lowry bases in the reaction.
- CH3NH2 accepts a proton to form CH3NH3+, making it a Brønsted-Lowry base.
- OH- accepts a proton to revert to H2O, qualifying it as a Brønsted-Lowry base as well.
Definitions
- A Brønsted-Lowry Base is a substance that accepts protons (H+).
- A Brønsted-Lowry Acid is a substance that donates protons.
Reaction Analysis
- The left-to-right direction shows CH3NH2 gaining a proton.
- In the reverse direction, OH- gains a proton to become H2O.
Properties of Water
- Water (H2O) is amphoteric, meaning it can act as either an acid or a base.
- It can form hydronium ions (H3O+) or hydroxide ions (OH-).
Key Takeaway
- Brønsted-Lowry theory distinguishes between proton donors (acids) and proton acceptors (bases).
Brønsted Acids and Bases
- Brønsted acid: substance that donates H⁺ ions (protons).
- Brønsted base: substance that accepts H⁺ ions.
- Example reaction: HCl + H₂O → Cl⁻ + H₃O⁺
- HCl acts as a Brønsted acid (donor).
- H₂O acts as a Brønsted base (acceptor).
Lewis Acids and Bases
- Lewis acid: substance that accepts an electron pair.
- Lewis base: substance that donates an electron pair.
- Defines acid-base interactions in terms of electron transfer, differing from the Brønsted theory.
Conjugate Acids and Bases
- Conjugate base: product formed from the acid in a reaction.
- Conjugate acid: product formed from the base in a reaction.
- Examples:
- HCl → Cl⁻ (conjugate base)
- H₂O → H₃O⁺ (conjugate acid).
- Conjugate relationship:
- Remove one H⁺ from an acid to find its conjugate base.
- Add one H⁺ to a base to find its conjugate acid.
Strength Relationship
- Stronger acids have weaker conjugate bases.
- Stronger bases have weaker conjugate acids.
- Example: A strong acid like HCl has Cl⁻ as a weak conjugate base.
pH Scale
- pH measures the acidity or basicity of a solution.
- Scale ranges from 0 to 14:
- pH 7.0: neutral
- pH < 7.0: acidic
- pH > 7.0: basic.
K and pK Values
- K: measure of acid strength.
- pK: measure of base strength.
- Low pK indicates a strong acid, while high pK indicates a weak acid.
- Low pK for bases indicates strong bases; high pK suggests weak bases.
Brønsted Acids and Bases
- Brønsted acid: substance that donates H⁺ ions (protons).
- Brønsted base: substance that accepts H⁺ ions.
- Example reaction: HCl + H₂O → Cl⁻ + H₃O⁺
- HCl acts as a Brønsted acid (donor).
- H₂O acts as a Brønsted base (acceptor).
Lewis Acids and Bases
- Lewis acid: substance that accepts an electron pair.
- Lewis base: substance that donates an electron pair.
- Defines acid-base interactions in terms of electron transfer, differing from the Brønsted theory.
Conjugate Acids and Bases
- Conjugate base: product formed from the acid in a reaction.
- Conjugate acid: product formed from the base in a reaction.
- Examples:
- HCl → Cl⁻ (conjugate base)
- H₂O → H₃O⁺ (conjugate acid).
- Conjugate relationship:
- Remove one H⁺ from an acid to find its conjugate base.
- Add one H⁺ to a base to find its conjugate acid.
Strength Relationship
- Stronger acids have weaker conjugate bases.
- Stronger bases have weaker conjugate acids.
- Example: A strong acid like HCl has Cl⁻ as a weak conjugate base.
pH Scale
- pH measures the acidity or basicity of a solution.
- Scale ranges from 0 to 14:
- pH 7.0: neutral
- pH < 7.0: acidic
- pH > 7.0: basic.
K and pK Values
- K: measure of acid strength.
- pK: measure of base strength.
- Low pK indicates a strong acid, while high pK indicates a weak acid.
- Low pK for bases indicates strong bases; high pK suggests weak bases.
Factors Influencing Acidity
- Use the mnemonic CARDIO to remember the key factors: Charge, Atom, Resonance, Dipole Induction, Orbital Hybridization, Other factors.
Charge
- Positively charged compounds are generally more acidic.
- Negatively charged compounds tend to be more basic.
- Examples:
- HO⁻ (Charge: -1, pK Value: 15.7)
- H₂O (Charge: 0, pK Value: 7.0)
- H₃O⁺ (Charge: +1, pK Value: -1.7)
Atom
- Acidity increases left-to-right across a periodic table row.
- Acidity also increases down a column on the periodic table.
- Examples:
- CH₄ (C, pK Value: 48)
- NH₃ (N, pK Value: 38)
- H₂O (O, pK Value: 15.7)
- HF (F, pK Value: 3.2)
Resonance
- Resonance increases the stability of charged species.
- More stable conjugate bases correspond to weaker acids.
- Examples:
- Alcohol 1 (No resonance, pK Value: 16)
- Alcohol 2 (Resonance, pK Value: 10)
Dipole Induction
- Electronegative groups enhance acidity, while electron-donating groups reduce it.
- Examples:
- CH₃F (Withdrawing group, pK Value: 25)
- CH₃CH₃ (Donating group, pK Value: 48)
Orbital Hybridization
- Increased s-character in an atom raises its electronegativity, leading to greater acidity.
- More s-character results in a more acidic hydrogen bond.
- Hybridization examples:
- sp³ (25% s-character, Low electronegativity, pK Value: 48)
- sp² (33% s-character, Medium electronegativity, pK Value: 44)
- sp (50% s-character, High electronegativity, pK Value: 25)
Summary of Orbital Hybridization and Acidity
- The more s-character in hybridization, the more acidic the connected H will be.
- Data shows a decrease in pK value as s-character increases:
- sp³ (pK 25),
- sp² (pK 16),
- sp (pK 48).
Molecular Identification
- The correct IUPAC name for the molecule is 3-chloro-3-fluoro-2,2-dimethyl-4-propyloctane.
- The longest continuous carbon chain contains 8 carbons, indicating the parent chain is octane.
Functional Groups
- The molecule features two key functional groups: chlorine (Cl) and fluorine (F).
- Functional groups are located on carbon 3, leading to the use of "3-chloro" and "3-fluoro" in the name.
Naming Process
- Carbons are numbered from left to right to provide the lowest numbers to Cl and F locations.
- Substituents include:
- Two methyl groups on carbon 2 (noted as "2,2-dimethyl").
- A propyl group on carbon 4 ("4-propyl").
Naming Conventions
- In naming polyfunctional compounds, identify the highest priority functional group first.
- The parent chain corresponds to the longest chain that includes the primary functional groups.
- Other functional groups or substituents are named in alphabetical order.
Key Concepts
- Properly numbering the carbon chain ensures accurate representation of substituents.
- Understanding of priority functional groups is crucial for correct IUPAC naming.
Conjugate Acids and Bases
- Conjugate base is formed when an acid donates a proton (H+).
- Conjugate acid is formed when a base accepts a proton (H+).
- To derive a conjugate base, remove one proton from the acid and increase its charge by +1.
- To derive a conjugate acid, add one proton to the base and increase its charge by +1.
Sorting Acids and Bases by Strength
- Use the mnemonic CARDIO to assess acidity:
- Charge: More positive charge indicates higher acidity.
- Atom: More electronegative atoms enhance acidity.
- Resonance: Increased stability of the conjugate base leads to a stronger acid.
- Dipole Induction: Electron-withdrawing groups enhance acidity; donating groups reduce it.
- Induction: Higher s-character in atoms increases acidity of bonded H atoms.
- Orbital Hybridization: Higher s-character suggests greater acidity of bonded H atoms.
Important pK Values
- Typical sp3-hybridized acid has a pK of 16.
- Typical sp2-hybridized acid has a pK of 10.
- Typical sp-hybridized acid has a pK of 5.
- Typical carboxylic acid has a pK of 2.
- Typical amine has a pK of 20.
Amino Acids and pK Values
- Amino acids consist of a carboxylic acid group and an amine group.
- pK values determine overall charge of amino acids:
- Carboxylic acid pK: 2
- Amine pK: 9-10
Amino Acids and pH
- Amino acids are charged at physiological pH (around 7.4).
- Low pH: Amino acids are protonated.
- Neutral pH: Amino acids exist as zwitterions (both positive and negative charges present).
- High pH: Amino acids are deprotonated.
Predicting an Amino Acid's Form
- To determine an amino acid's form at a specific pH:
- If pK < pH, the group is deprotonated.
- If pK > pH, the group is protonated.
- Example with Histidine:
- Carboxylic acid pK: 2.0
- Side chain pK: 6.0
- Amine pK: 9.0
- At pH 4: Carboxylic acid and side chain are protonated; amine is deprotonated.
- At pH 8: Carboxylic acid is deprotonated; side chain and amine are protonated.
Properties of Acids
- Sour taste, exemplified by citric acid found in lemons.
- pH value generally falls below 7, indicating acidity.
- React with metals, leading to the production of hydrogen gas.
- Conduct electricity in aqueous solutions, functioning as electrolytes.
- Turn blue litmus paper red in colorimetric tests.
- Engage in neutralization reactions with bases, resulting in the formation of salts and water.
Properties of Bases
- Characterized by a bitter taste and slippery texture.
- pH value typically exceeds 7, indicating basicity.
- Can participate in neutralization reactions with acids.
- Also conduct electricity in solution, acting as electrolytes.
- Turn red litmus paper blue during pH testing.
- Common examples include sodium hydroxide (NaOH) and calcium hydroxide (Ca(OH)₂).
pH Scale
- Ranges from 0 to 14, providing a measurement of acidity or basicity.
- Acidic solutions are indicated by a pH value of less than 7.
- A neutral solution, such as pure water, has a pH of exactly 7.
- Basic solutions are characterized by a pH greater than 7.
- The scale is logarithmic, meaning each unit change in pH reflects a tenfold change in hydrogen ion concentration.
Strong vs Weak Acids and Bases
- Strong acids, like hydrochloric acid (HCl) and sulfuric acid (H₂SO₄), fully dissociate in water.
- Weak acids, such as acetic acid (CH₃COOH) and citric acid, exhibit partial dissociation in water.
- Strong bases, including sodium hydroxide (NaOH) and potassium hydroxide (KOH), also fully dissociate.
- Weak bases, such as ammonia (NH₃) and sodium bicarbonate (NaHCO₃), partially dissociate in water.
- The strength of an acid or base is determined by its degree of ionization in solution, rather than its concentration.
Thin-Layer Chromatography (TLC) Fundamentals
- Thin-layer chromatography separates compounds based on solubility in a solvent.
- The solvent moves up the TLC plate, carrying the compounds along with it.
Solubility and Rf Value
- The most soluble compounds travel the longest distance up the plate.
- Compounds that are less soluble travel shorter distances, indicating greater polarity.
- The Rf value (retention factor) correlates inversely with polarity:
- Higher Rf value = more nonpolar compound
- Lower Rf value = more polar compound
Examining Compounds for Rf Values
- Compounds listed for comparison:
- Br
- Br Br
- OH
- D
- OH OH
- To determine the compound with the highest Rf, the most nonpolar choice must be identified.
Conclusion
- Choice [D] is identified as the only nonpolar molecule among the options, thus it will have the highest Rf value in thin-layer chromatography.
Studying That Suits You
Use AI to generate personalized quizzes and flashcards to suit your learning preferences.
Description
Test your understanding of Bronsted-Lowry acids and bases with this quiz. You'll analyze the given equilibrium and identify which substances act as bases in the reaction. A great way to reinforce your knowledge of acid-base theory.