pKa values Flashcards

1
Q

Hydriodic Acid (HI => I-)

A

-10

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2
Q

Hydrobromic Acid (HBr => Br-)

A

-9

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3
Q

Protonated Ketone

A

-7.3

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4
Q

Hydrochloric Acid (HCl => Cl-)

A

-7

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5
Q

Protonated Ether

A

-3.6

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6
Q

Sulfuric Acid (H2SO4 => HSO4-)

A

-3

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7
Q

Carbocations

A

-3

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8
Q

Protonated Alcohol

A

-2.4

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9
Q

Hydronium Ion (H3O + => H2O)

A

-1.7

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10
Q

Nitric Acid (HNO3 => NO3 -)

A

-1.3

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11
Q

Tosic Acid (TsOH => TsO-)

A

-0.6

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12
Q

Hydrofluoric Acid (HF => F-)

A

3.2

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13
Q

Hydrogen Nitride (Hydrazoic Acid) (HN3 => N3-)

A

4.7

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14
Q

Carboxylic Acid (RCOOH => RCOO-)

A

4.8

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15
Q

1,3-dialdehyde

A

5

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16
Q

Protonated Pyridine

A

5.2

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17
Q

Carbonic Acid (H2CO3 => HCO3- (bicarbonate))

A

6.4

18
Q

Hydrogen Sulfide (H2S => HS-)

A

7

19
Q

1,3-diketone

A

9

20
Q

Hydrogen Cyanide (HCN => CN-)

A

9.1

21
Q

Ammonium Ions (NH4+ => NH3)

A

9.2

22
Q

Phenol (PhOH => PhO-)

A

10

23
Q

Nitromethane

A

10

24
Q

Bicarbonate (HCO3- => CO3(2-))

A

10.3

25
Q

Thiols (RSH => RS-)

A

10.5

26
Q

Protonated Amines (RNH3+ => RNH2)

A

10.6

27
Q

Hydrogen Peroxide (HOOH => HOO-)

A

11.6

28
Q

1,2-diester

A

12

29
Q

Cyclopentadiene

A

15

30
Q

Amides (RCONH2 => RCONH-)

A

15

31
Q

Water (H2O => OH-)

A

15.7

32
Q

Primary Alcohols (ROH => RO-)

A

15.9

33
Q

Tertiary Alcohols (R1R2R3COH => R1R2R3CO-)

A

18

34
Q

Ketones

A

20

35
Q

Alkynes

A

24

36
Q

Esters

A

25

37
Q

Hydrogen (H2 <= H- [1 way only])

A

35

38
Q

Ammonia/Amines (RNH2 => RNH-)

A

33-36

39
Q

Allylic Proton

A

43

40
Q

Alkene

A

44

41
Q

Benzene

A

ca. 43

42
Q

Alkanes (RH <= RMgBr [1 way only])

A

48-60