Draw the products of the following acid/base reactions, depict the proton exchange with electron-pu arrows, AND circle the proper reaction arrow to indicate if reactants or products (or neither) are favor equilibrium. Using our pKa table, write all relevant pKa values (i.e. for the two reactants if available am conjugate acid). Finally, label the Acid, Base, Conjugate Acid, and Conjugate Base. H H. H H-C-N-H Нн H. MacBook

Principles of Modern Chemistry
8th Edition
ISBN:9781305079113
Author:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Publisher:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Chapter15: Acid–base Equilibria
Section: Chapter Questions
Problem 85AP
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Draw the products of the following acid/base reactions, depict the proton exchange with electron-pushing arrows, AND circle the proper reaction arrow to indicate if reactants or products (or neither) are favoured at equilibrium. Using the provided pKa table, write all relevant pKa values (i.e. for the two reactants if available and the conjugate acid). Finally, label the acid, base, conjugate acid, and conjugate base.

Draw the products of the following acid/base reactions, depict the proton exchange with electron-pus
arrows, AND circle the proper reaction arrow to indicate if reactants or products (or neither) are favor
equilibrium. Using our pKa table, write all relevant pKa values (i.e. for the two reactants if available and
conjugate acid). Finally, label the Acid, Base, Conjugate Acid, and Conjugate Base.
O-O.
||
N
H.
H.
c=co
H-C-N-H
H H
MacBook Air
+
O:
Transcribed Image Text:Draw the products of the following acid/base reactions, depict the proton exchange with electron-pus arrows, AND circle the proper reaction arrow to indicate if reactants or products (or neither) are favor equilibrium. Using our pKa table, write all relevant pKa values (i.e. for the two reactants if available and conjugate acid). Finally, label the Acid, Base, Conjugate Acid, and Conjugate Base. O-O. || N H. H. c=co H-C-N-H H H MacBook Air + O:
Fri Oct 1 9:44 PM
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Textbook pKa Table for HW...
Page 1 of 2
Textbook pKa Table for HW and...
Page 2 of 2
pK, Values (continued)
pK, Values
pKa
pKa
Compound
pKa
Compound
Compound
Compound
pKa
Compound
pK.
Compound
pKa
-17
CH;C=NH
-10.1
8.0
CH;ČCH,COCH,CH3
10.7
+
O,N-
-NH3
1.0
CH3
HI
-10
COH
4.3
H H
CH,NH,
10.7
HBr
-9
1.0
17
+OH
H,NNH3
8.1
CH3CH
CH30-
СОН
4.5
-NH3
10.7
18
CH,CH
-8
(CH3),COH
+ОН
CCHČOH
NH3
CH;COOH
8.2
(CH3),NH2
1.3
4.6
10.7
CH,CCH3
-7.3
HSO,
2.0
CH,CCH,
HCI
-7
H3PO4
2.1
NH
8.3
11.1
HN
CH,COH
4.8
CH;COCH,CH3
24.5
SO,H
-6.5
2.5
H.
HC=CH
25
8.6
4.9
CH3CH,NO2
CH;CH,ŇH3
11.0
CH,C=N
25
CH;COCH3
-6.5
FCH,COH
2.7
+OH
CH;CCH,CCH3
8.9
11.3
-NH3
CH;CN(CH;)2
30
+N®
CH3-
5.1
CH3COH
-6.1
CICH,COH
2.8
HC=N
9.1
H.
H2
35
5.2
H2SO4
-5
НООН
11.6
NH3
36
BRCH2COH
2.9
НРО,
12.3
H-
-3.8
H.
9.3
36
H.
ICH,COH
3.2
CH30
NH3
5.3
H H
CF,CH,OH
12.4
CH,CH,ỐCH,CH,
HF
3.2
-3.6
40
CH;c=NHCH,
CH;NH,
HNO2
3.4
5.5
CI
ОН
9.4
CH;CH,OĊCH,ČoCH,CH,
HC=CCH,OH
13.3
CH;CH,OH
CH3
-2.4
13.5
CH3
41
O2N-
СОН
3.4
NH,
9.4
CH,OH
-2.5
CH;CH,CH
5.9
HOCH,CH,ŇH,
9.5
HONH3
H,NČNH,
43
H,Ot
-1.7
6.0
13.7
HCOH
3.8
HNO3
-1.3
H2CO3
6.4
CH,
43
CH,=CHCH,
H,NCH,CO
9.8
CH,NCH,CH,OH
CH3SO3H
-1.2
13.9
Br
NH3
3.9
NH
CH,=CH,
44
HN
6.8
+ОН
CH3
OH
10.0
46
CH3CNH2
0.0
H2S
7.0
Br
COH
4.0
NH
14.4
CH3
CH4
60
O,N-
OH-
7.1
OH
10.2
F;CCOH
0.2
CH,OH
15,5
CH;CH3
> 60
HCO
10.2
H20
15.7
-СОН
4.2
Cl,CCOH
H2PO,
7.2
CH;CH,OH
16.0
0.64
CH,NO,
10.2
SH
7.8
N-OH
0.79
H2N-
ОН
10.3
CH,ČNH,
16
"pK, values are for the red H in each structure
CH,CH,SH
10.5
CCH3
16.0
(continued)
(CH),NH
10.6
16373
étv A
12,538
OCT
W
1
280
MacBook Air
20
...
Transcribed Image Text:Fri Oct 1 9:44 PM Preview File Edit View Go Tools Window Help Textbook pKa Table for HW... Page 1 of 2 Textbook pKa Table for HW and... Page 2 of 2 pK, Values (continued) pK, Values pKa pKa Compound pKa Compound Compound Compound pKa Compound pK. Compound pKa -17 CH;C=NH -10.1 8.0 CH;ČCH,COCH,CH3 10.7 + O,N- -NH3 1.0 CH3 HI -10 COH 4.3 H H CH,NH, 10.7 HBr -9 1.0 17 +OH H,NNH3 8.1 CH3CH CH30- СОН 4.5 -NH3 10.7 18 CH,CH -8 (CH3),COH +ОН CCHČOH NH3 CH;COOH 8.2 (CH3),NH2 1.3 4.6 10.7 CH,CCH3 -7.3 HSO, 2.0 CH,CCH, HCI -7 H3PO4 2.1 NH 8.3 11.1 HN CH,COH 4.8 CH;COCH,CH3 24.5 SO,H -6.5 2.5 H. HC=CH 25 8.6 4.9 CH3CH,NO2 CH;CH,ŇH3 11.0 CH,C=N 25 CH;COCH3 -6.5 FCH,COH 2.7 +OH CH;CCH,CCH3 8.9 11.3 -NH3 CH;CN(CH;)2 30 +N® CH3- 5.1 CH3COH -6.1 CICH,COH 2.8 HC=N 9.1 H. H2 35 5.2 H2SO4 -5 НООН 11.6 NH3 36 BRCH2COH 2.9 НРО, 12.3 H- -3.8 H. 9.3 36 H. ICH,COH 3.2 CH30 NH3 5.3 H H CF,CH,OH 12.4 CH,CH,ỐCH,CH, HF 3.2 -3.6 40 CH;c=NHCH, CH;NH, HNO2 3.4 5.5 CI ОН 9.4 CH;CH,OĊCH,ČoCH,CH, HC=CCH,OH 13.3 CH;CH,OH CH3 -2.4 13.5 CH3 41 O2N- СОН 3.4 NH, 9.4 CH,OH -2.5 CH;CH,CH 5.9 HOCH,CH,ŇH, 9.5 HONH3 H,NČNH, 43 H,Ot -1.7 6.0 13.7 HCOH 3.8 HNO3 -1.3 H2CO3 6.4 CH, 43 CH,=CHCH, H,NCH,CO 9.8 CH,NCH,CH,OH CH3SO3H -1.2 13.9 Br NH3 3.9 NH CH,=CH, 44 HN 6.8 +ОН CH3 OH 10.0 46 CH3CNH2 0.0 H2S 7.0 Br COH 4.0 NH 14.4 CH3 CH4 60 O,N- OH- 7.1 OH 10.2 F;CCOH 0.2 CH,OH 15,5 CH;CH3 > 60 HCO 10.2 H20 15.7 -СОН 4.2 Cl,CCOH H2PO, 7.2 CH;CH,OH 16.0 0.64 CH,NO, 10.2 SH 7.8 N-OH 0.79 H2N- ОН 10.3 CH,ČNH, 16 "pK, values are for the red H in each structure CH,CH,SH 10.5 CCH3 16.0 (continued) (CH),NH 10.6 16373 étv A 12,538 OCT W 1 280 MacBook Air 20 ...
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