Ch 19 - Carboxylic Acids & Acidity of OH Bond Flashcards

0
Q

3 ways to make a carboxylic acid:

2) oxidation of alkyl benzenes. Reagent?

A

KMnO4

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1
Q

3 ways to make a carboxylic acid:

1) oxidation of primary alcohols. reagent?

A

Cr6+ reagents:
• Na2Cr2O7
✳•CrO3/H2SO4, H2O

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2
Q

3 ways to make a carboxylic acid:

3) Oxidative cleavage of alkynes. Reagent?

A

Terminal & Internal alkynes: O3/H2O

Internal: two carboxylic acids
Terminal: one carboxylic acid

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3
Q

What do carboxylic acids act as?

A
  • BL acids (H+ donors to BL base w/conjugate acid of higher pKa)
  • become carboxylate anions (res stabilized)
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4
Q

What do EW groups do to carboxylic & benzoic acids?

A

Make it more acidic (by stabilizing conjugate base)

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5
Q

What do ED groups do to carboxylic & benzoic acids?

A

Make it less acidic (by destabilizing conjugate base)

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6
Q

Other factors that make carboxylic acids stronger acids?

A
  • larger # of EN subs
  • sub is more EN
  • EW group closer to carboxylic acids
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