Ch. 20: Carboxylic Acids and Their Derivatives Flashcards

1
Q

Preparation of Carboxylic Acids (Reagents)

A
  1. NaCN 2. H3O+, heat
    or 1. Mg 2. CO2 3. H3O+
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2
Q

Reactions (reduction) of Carboxylic Acids (Reagents)

A
  1. XS LAH 2. H3O+
    or BH3 THF
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3
Q

Preparation of Acid Chlorides (reagents)

A

SOCl2

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4
Q

Acid Chloride/Anhydride to Carboxylic Acid

A

H2O

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5
Q

Acid Chloride /Anhydride to Ester

A

ROH, py.

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6
Q

Acid Chloride /Anhydride to Amide (NH2)

A

XS NH3

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7
Q

Acid Chloride /Anhydride to 2 Amide

A

XS RNH3

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8
Q

Acid Chloride /Anhydride to 3 Amide

A

XS R2NH

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9
Q

Acid Chloride /Anhydride to Alcohol

A
  1. XS LAH 2. H3O+
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10
Q

Acid Chloride /Anhydride to Aldehyde

A
  1. LiAl (OR)2H 2. H3O+
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11
Q

Acid Chloride /Anhydride to Alcohol (w/ R)

A
  1. XS RMgBr 2. H3O+ (Grignard)
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12
Q

Acid Chloride /Anhydride to Ketone (w/ R)

A

R2CuLi (Gilman)

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13
Q

Carboxylic Acid /Anhydride to Ester (2)

A
  1. NaOH 2. Ch3I
    or [H+], MeOH
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14
Q

Ester to carboxylic acid (2)

A

H3O+
or 1. NaOH, heat 2. H3O+

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15
Q

Ester to 3 Alcohol

A
  1. XS R’MgBr 2. H3O+
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16
Q

Ester to Aldehyde

A
  1. DIBAH 2. H3O+
17
Q

Ester to 1 Alcohol

A
  1. XS LAH 2. H3O+
18
Q

Ester to Amide (NH2)

A

NH3

19
Q

Amide to Carboxylic Acid

A

H3O+, heat
or 1. NaOH, heat 2. H3O+

20
Q

Amide to Amine

A
  1. XS LAH 2. H2O
21
Q

Bromine to Nitrile (CN)

A

NaCN

22
Q

Amide to Nitrile (CN)

A

SOCl2

23
Q

Nitrile to Carboxylic Acid

A

H3O+, heat
or 1. NaOH, heat 2. H3O+

24
Q

Nitrile to Ketone (w/ R)

A
  1. RMgBr 2. H3O+
25
Q
A