Flashcards in this deck (22)

• What is the pKa of sulfuric acid?

  -10
  chemistry pka acids
• What should you never use as a base?

  • Sulfuric acid
  • Hydrochloric acid
  • Doubly-protonated alcohol
  • Hydronium ion
  chemistry acids base
• What is the pKa of hydrochloric acid?

  -7
  chemistry pka acids
• What is the pKa of a doubly-protonated alcohol?

  -2
  chemistry pka alcohols
• What is the pKa of the hydronium ion?

  -1.7
  chemistry pka ions
• What is the pKa of a carboxylic acid?

  5
  chemistry pka carboxylic_acids
• Why are carboxylic acids more acidic than alcohols?

  Deprotonation leads to a resonance-stabilized carboxylate allowing negative charge delocalization.
  chemistry acids resonance
• What is the pKa of Pyridinium (protonated pyridine)?

  5
  chemistry acidity
• Why is Pyridinium more acidic than protonated alkylamines?

  Resonance stabilization with the adjacent aromatic ring.
  chemistry acidity
• What is the pKa of Protonated arylamine (protonated aniline)?

  10
  chemistry acidity
• What is the pKa of Protonated alkylamine?

  10
  chemistry acidity
• What is the pKa of Phenol?

  15.7
  chemistry acidity
• What is the pKa range of Water?

  16–19
  chemistry acidity
• What is the pKa of Alcohol?

  35
  chemistry acidity
• Why are alcohols more acidic than amines?

  Alcohols can stabilize negative charge better due to resonance.
  chemistry acidity
• What is the pKa of Amine?

  25
  chemistry acidity
• Are amines generally acidic?

  No, they are not particularly acidic.
  chemistry acidity
• Why are alkynes more acidic than alkenes and alkanes?

  Deprotonation leads to a negative charge on an sp-hybridized carbon.
  chemistry acidity
• What is the pKa of an alkene?

  40
  chemistry acidity
• What does deprotonation of an alkene lead to?

  • Negative charge on sp²-hybridized carbon
  • Less acidic than alkynes
  • More acidic than alkanes
  • Not effectively acidic
  chemistry alkenes acidity
• What is the pKa of an alkane?

  50
  chemistry acidity
• What happens when an alkane is deprotonated?

  • Negative charge on sp³-hybridized carbon
  • Less acidic than alkenes and alkynes
  • Not effectively acidic
  chemistry alkanes acidity