Table 4.1 pk, Values for Some Organic and Inorganic Acids Acld Formula PK. Conjugate Base CH,CH, Weaker Ethane CH,CH, 51 Stronger conjugate base acid Ethylene CH,=CH, 44 CH=CH Ammonia NH, 38 NH, Hydrogen H, 35 H Acetylene HC=CH 25 HC=C CH,CH,OH CH,CH,0 Ethanol 15.9 Water H,0 15.7 но CH,NH, Methylammonlum lon 10.64 CH,NH, Bicarbonate lon HCO, 10.33 co,?- CH,0 Phenol CH,OH 9.95 Ammontum fon NH, 9.24 NH, Hydrogen sulfide H,S 7.04 HS Pyridinlum C,H,NH 5.2 C,H,N Benzoie acid CH,COOH 4.19 CH,COO Hydrogen fluoride HF 3.2 F- Stronger acid Weaker Phosphorie acid H,PO, 2,1 H,PO, conjugate base p-Toluenesulfonic acid CH,C,H,SO,H CH,C,H,SO, 0.7 Nitric acid HNO, -1.5 NO, Hydronium ion H,0* -1.74 H,0 Sulfuric acid H,SO, -5.2 HSO, Hydrogen chloride HCI -7 CI Hydrogen bromlde HBr -8 Br Hydrogen lodide HI -9.9 H,O NH3 CH,CO-

Question

Arrange the compounds in each set in order of increasing base strength. consult
Table 4.1 for pKa values of the conjugate acid of each base.

Table 4.1 pk, Values for Some Organic and Inorganic Acids
Acld
Formula
PK.
Conjugate Base
CH,CH,
Weaker
Ethane
CH,CH,
51
Stronger
conjugate base
acid
Ethylene
CH,=CH,
44
CH=CH
Ammonia
NH,
38
NH,
Hydrogen
H,
35
H
Acetylene
HC=CH
25
HC=C
CH,CH,OH
CH,CH,0
Ethanol
15.9
Water
H,0
15.7
но
CH,NH,
Methylammonlum lon
10.64
CH,NH,
Bicarbonate lon
HCO,
10.33
co,?-
CH,0
Phenol
CH,OH
9.95
Ammontum fon
NH,
9.24
NH,
Hydrogen sulfide
H,S
7.04
HS
Pyridinlum
C,H,NH
5.2
C,H,N
Benzoie acid
CH,COOH
4.19
CH,COO
Hydrogen fluoride
HF
3.2
F-
Stronger
acid
Weaker
Phosphorie acid
H,PO,
2,1
H,PO,
conjugate base
p-Toluenesulfonic acid
CH,C,H,SO,H
CH,C,H,SO,
0.7
Nitric acid
HNO,
-1.5
NO,
Hydronium ion
H,0*
-1.74
H,0
Sulfuric acid
H,SO,
-5.2
HSO,
Hydrogen chloride
HCI
-7
CI
Hydrogen bromlde
HBr
-8
Br
Hydrogen lodide
HI
-9.9
Expand
Transcribed Image Text

Table 4.1 pk, Values for Some Organic and Inorganic Acids Acld Formula PK. Conjugate Base CH,CH, Weaker Ethane CH,CH, 51 Stronger conjugate base acid Ethylene CH,=CH, 44 CH=CH Ammonia NH, 38 NH, Hydrogen H, 35 H Acetylene HC=CH 25 HC=C CH,CH,OH CH,CH,0 Ethanol 15.9 Water H,0 15.7 но CH,NH, Methylammonlum lon 10.64 CH,NH, Bicarbonate lon HCO, 10.33 co,?- CH,0 Phenol CH,OH 9.95 Ammontum fon NH, 9.24 NH, Hydrogen sulfide H,S 7.04 HS Pyridinlum C,H,NH 5.2 C,H,N Benzoie acid CH,COOH 4.19 CH,COO Hydrogen fluoride HF 3.2 F- Stronger acid Weaker Phosphorie acid H,PO, 2,1 H,PO, conjugate base p-Toluenesulfonic acid CH,C,H,SO,H CH,C,H,SO, 0.7 Nitric acid HNO, -1.5 NO, Hydronium ion H,0* -1.74 H,0 Sulfuric acid H,SO, -5.2 HSO, Hydrogen chloride HCI -7 CI Hydrogen bromlde HBr -8 Br Hydrogen lodide HI -9.9

H,O
NH3
CH,CO-
Expand
Transcribed Image Text

H,O NH3 CH,CO-

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