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Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of Neutralization Titration

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Page 1: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Version 2012 Updated on 042312 Copyright © All rights reserved

Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University

Chapter 12

Principles of Neutralization Titration

Page 2: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Standard solutions for Acid-Base Titrations

Analyte Titrant vs Standard solution

N V = N’V’

The standard reagents used in acid-base titrations are always strong acids or strong bases, most commonly HCl, HClO4, H2SO4, NaOH, KOH. Weak acids and bases are never used as standard reagents because they react incompletely with analyte.

N= unknown V= measure

N’= known

V’= known

Page 3: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Primary standards for standardizing

Acids Potassium acid phthalate

Sulfamic acid ( H2NSO3H)

HCl

Potassium hydrogen iodate

Bases TRIS(hydroxymethylaminomethane)

Sodium carbonate

Borax (= sodium tetraborate )

HgO

Page 4: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

General goal and procedure of acid-base titration

1) Standardization 2) Determination 3) Titration curve

4) Interpret titration curve ,

understand what is

happening during titration

Primary standard solutionknown normality(N)

known volume(V)

Acid or base standard solution

unknown normality(N’)unknown volume(V’)

Acid or base standard solution

known normality(N’)unknown volume(V’)

Analyte Sample solution

unknown Ns

known Vs

Volume of NaOH added (ml)

0 5 10 15 20 25

pH

0

2

4

6

8

10

12

14

Plots of pH versus volume of titrant

Page 5: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Finding the end point

1) Indicator

2) Potentiometry : Titration curve ( pH or mV vs Va )

1st derivative titration curve

2nd derivative titration curve

Gran plot

3) Conductometry

4) Spectrometry

Page 6: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Ex. Thymol blue

H2In HIn– In2 –

Red Yellow Blue

H2In H+ + HIn– pKa1 = 1.7

pH = pKa1 + log [HIn– ]/[H2In]

if [HIn– ]/[H2In] 1:10 pH = 0.70 Red color

[HIn– ]/[H2In] = 1:1 pH = pKa1 = 1.7 Orange color

[HIn– ]/[H2In] 10:1 pH = 2.70 Yellow color

HIn– H+ + In2 – pKa2 = 8.9

Transition range

pKa11

Indicator

An acid-base indicator is itself an acid or base whose different protonated species have different colors.

The approximate pH transition range of most acid-type indicator is roughly pKa 1

Page 7: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Choosing an indicator

The calculated pH titration curve for the titration of 10.00ml of 0.1000M Na2CO3

with 0.1000M HCl.

Phenolphthalein

acid form :

colorless

Phenolphthalein

base form :

pink

transition range(pH):

8.0~9.0

Volume of 0.1000M HCl (ml)

0 5 10 15 20 25 30 350.00

2.00

4.00

6.00

8.00

10.00

12.00

14.00

PP 8.0~9.0

MR 4.8~6.0

MO 3.1~4.4

pH

Page 8: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Calculated titration curve for the reaction of 100 mL of 0.0100M base (pKb = 5.00) with 0.0500 M HCl.

Page 9: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Indicator color as a function of pH (pKa=5.0)

Page 10: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of
Page 11: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of
Page 12: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Volume of 0.09270N NaOH (ml)

0 5 10 15 20 25 30

pH

0.00

2.00

4.00

6.00

8.00

10.00

12.00

14.00

Fig. Experimental titration curve.

0.06860N KHP 25.00ml vs 0.09270N NaOH

Primary standard KHP

204.22g/1000ml=1.0000N

0.35g/25ml = xN

x = 0.06860N

End point=18.50ml

0.06860N×25.00ml= x N×18.50ml

x=0.09270N

Titration of

25.00ml of

KHP with

NaOH

Volume of 0.09270N NaOH (ml)

0 5 10 15 20 25 30

pH

/V

a

0.00

1.00

2.00

3.00

4.00

5.00

Fig. The 1st derivative experimental titration curve.

0.06860N KHP 25.00ml vs 0.09270N NaOH

Experiments. Standardization of 0.1000N NaOH

Volume of 0.09270N NaOH (ml)

0 5 10 15 20 25 30

p

H/

Va)/ V

a

-6.00

-4.00

-2.00

0.00

2.00

4.00

6.00

Fig. The 2nd derivative experimental titration curve.

0.06860N KHP 25.00ml vs 0.09270N NaOH

Page 13: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Calculation of concentration (Finding of NaOH concentration)

HOOCC6H4COOK (mw 204.44) NaOH (mw 40.01) 1 Eq wt.

204.22 g 1 N × 1000 mL

20.422 mg 0.1 N × 1 mL

a g x N’ × Ve mL

x N’ = (a g × 1000 mL) / (204.22 g × Ve mL)

Page 14: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Volume of 0.0927N NaOH(m l)

0 10 20 30 40 50 60

pH

2.00

4.00

6.00

8.00

10.00

12.00

14.00

Fig . The 1st derivative experimen tal titration cur ve. 0.1094N Venigar 25.00ml vs 0.0927N NaOH

Volume of 0.0927N NaOH(m l)

0 10 20 30 40 50 60

( p

H/

Va)/ V

a

-4.00

-3.00

-2.00

-1.00

0.00

1.00

2.00

3.00

4.00

Fig. The 2nd deriv ative experimen tal titration cur ve. 0.1094N Venigar 25.00ml vs 0.0927N NaOH

Standardization of NaOH

0.09270N

Titation of

25.00ml of Venigar

with NaOH

End point = 29.50ml

x 25ml = 0.09270N 29.50ml

Venigar : x = 0.1094N

Vo lume of 0.09 270N NaOH (ml)

0 5 10 15 20 25 30

pH

/V

a

0.00

1.00

2.00

3.00

4.00

5.00

Fig. The 1st derivative ex per imental titration cur ve.

0. 06860N PHP 25. 00ml vs 0.0927N Na OH

Experiments. Determination of acetic acid in venigar

Page 15: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of
Page 16: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Gran plot

HA = H+ + A–

Ka = [H+] fH+ [A–]fA– / [HA]fHA

HA vs NaOH

[A–] = (moles of OH– delivered) / (total volume) = VbFb / (Vb + Va)

[HA] = (original moles of HA – moles of OH –) / (total volume)

= (VaFa – VbFb ) / (Vb + Va)

Ka = [H+] f H+ VbFb fA– / (VaFa – VbFb ) fHA

[H+] fH+ Vb = (fHA / fA– ) Ka{(VaFa – VbFb )/ Fb}

10–pH Vb = (fHA / fA– ) Ka(Ve – Vb)

= –(fHA / fA– ) Ka Vb + (fHA / fA– ) KaVe 10

–pH V

bVb(l)

Slope =–(fHA / fA– ) Ka

Ve

Page 17: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Gran plot for the first equivalence point. This plot gives an estimate of Ve that differs from that in Figure 12.7 by 0.2μL (88.4 versus 88.2μL). The last 10-20% of volume prior to Ve is normally used form a Gran plot.

Page 18: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Conductometric end-point detection

Page 19: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Calculated titration curve for the reaction of

50.00 mL of 0.02000 M NaOH with 0.1000 M HCl.

Titration of strong acid with strong base

Ve mL×0.1000M = 50.00 mL × 0.02000 M

Ve = 10.00 mL

0.02000M NaOH

50.00 mL

0.1000MHCl

Neutralization :

HCl + NaOH NaCl + H2O

A

Va(mL)

0 2 4 6 8 10 12 14 16 18 20

0

2

4

6

8

10

12

14

B

C

D

pH

Page 20: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

A. Before the beginning of titration : Va = 0.00 mL.

NaOH Na+ + OH–,

0.02000 M [OH–] = 0.02000 M

[H+] = 1.00×10–14/ 2.000×10–2

pH = 12.30

B. Before the equivalence point : 0 < Va < Ve

remaining NaOH

V a Ve

Initial NaOH amount =F × Vi

added HCl amount = used NaOH amount = F× Va

Remaining NaOH amount =

[OH–] = {(Ve – Va )/ Ve}FNaOH {Vi /(Vi + Va)}

Ex. Va = 3.00 mL

[OH–] = {(10.00 – 3.00)/10.00}(0.02000){50.00 /(50.00 +3.00)} = 0.0132 M

[H+] = 1.00×10–14/ 0.0132 = 7.58×10–13

pH = 12.12

Page 21: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

C. At the equivalence point : Va = Ve

H2O = H+ + OH–,

[H+] [OH–] = 1.00×10–14

[H+] = 1.00×10–7 pH = 7.00

D. After the equivalence point : Va > Ve

excess HCl

V aVe

added HCl amount = FHCl× Va

initial NaOH amount = used HCl = F × Vi

Excess HCl amount = FHCl(Va–Vi)

= FHCl (Va–Ve)

[H+] = FHCl {(Va– Ve) /(Vi + Va)}

Ex. Va = 10.50 mL

[H+] = (0.1000) {10.50 –10.00) /(50.00 + 110.50)} = 8.26×10–4 pH = 3.08

ViNaOH

Page 22: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Titration curves for NaOH with HCl.

A. 50.0 mL of 0.0500 M NaOH with 0.1000 M HCl.

B. 50.00 mL of 0.00500 M NaOH with 0.0100 M HCl.

Page 23: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Titration curves for HCl with NaOH.

A. 50.0 mL of 0.0500 M HCl

with 0.1000 M NaOH.

B. 50.00 mL of 0.000500 M HCl

with 0.00100 M NaOH.

Page 24: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Changes in pH during the totration of strong acid with strong base.

A: 50 mL of 0.0500 M HCl vs 0.1000 M NaOH B: 50 mL of 0.000500 M HCl vs 0.001000 M NaOH

Va of NaOH (mL)

0 5 10 15 20 25 30 35

0.001.002.003.004.005.006.007.008.009.00

10.0011.0012.0013.0014.00

A

B

The effects of titrant and analyte concentrations on neutralization titration curves.

For the titration with diluted concentrations, the change in pH in equivalence point region is markedly less than concentrated solution

pH

Page 25: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Weak acid titrated with strong base

1) Titration reaction :

CH3COOH + NaOH CH3COO– Na+ + H2O

strong + weak complete reaction

K = 1/Kb = 1.76 ×109

2) Calculation of equivalence point :

[CH3COOH] Vi mL = [NaOH] Ve mL

0.1000 M×5.00 mL = 0.1000 M × Ve mL

Ve= 5.00 mL

3) Titration curve :

Changes in pH during the titration of a weak acid with a strong base.A: 5.00 mL of 0.1000M HOAC vs 0.1000 M NaOHB: 5.00 ml of 0.001000M HOAC vs 0.001000M NaOH

Va of NaOH(mL)

0 1 2 3 4 5 6 7 8

0.00

2.00

4.00

6.00

8.00

10.00

12.00

14.00

pH

A

B

Page 26: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Titration curves for the titration of acetic acid with NaOH.

A. 0.1000 M acetic acid

with 0.1000M NaOH.

B. 0.001000 M acetic acid

with 0.00100 M NaOH.

Page 27: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

A. Before adding any titrant : Va = 0.00

HAC = H+ + AC–

[H+] = KaF = 1.75 ×10–5 ×0.1000

= 1.323 × 10–3

pH= 2.88

0.1000M HAC

25.00ml

0.1000MNaOH

Titration curve.

0.1000 M HAC vs 0.1000 M NaOH.

Va of 0.1000 M NaOH (mL)

0 1 2 3 4 5 6 7pH

0.00

2.00

4.00

6.00

8.00

10.00

12.00

14.00

A

Page 28: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

B. Before equivalence point : 0 < Va < Ve

HAC + NaOH H2O + Na+AC–

[H+] = Ka[HAC] / [AC–]

initial HAC amount = F×Ve

– added NaOH amount

= used amount HAC= F×Va

Remaining HAC amount =F(Vi–Va)

[HAC] = {(F×Ve) – (F×Va)}/(Vi +Va)

[AC–] = (F×Va) / (Vi +Va)

pH = pKa + log [AC–] /[HAC]

at Va = Ve/2 pH= pKa = 4.76 Titration curve.

0.1000 M HAC vs 0.1000 M NaOH.

Va of 0.1000 M NaOH (mL)

0 1 2 3 4 5 6 7pH

0.00

2.00

4.00

6.00

8.00

10.00

12.00

14.00

B

Ve/2

Vi

VeVa

Page 29: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Titration curve.

0.1000 M HAC vs 0.1000 M NaOH.

C. Equivalence point Va = Ve

HAC + NaOH H2O + Na+AC–

initial 1 1

final 0 0 1

AC– = HAC + OH–

[OH–] = KbF’ = KwF’ /Ka

F’=( F×Vi) / (Vi +Va) Va of 0.1000 M NaOH (mL)

0 1 2 3 4 5 6 7

pH

0.00

2.00

4.00

6.00

8.00

10.00

12.00

14.00

C

Page 30: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Titration curve.

0.1000 M HAC vs 0.1000 M NaOH.

D. After equivalence point Va> Ve

added NaOH amount = F×Va

initial HAC amount

= used NaOH amount = F×Ve

Excess NaOH amount = F×(Va –Ve)

[OH–] = FNaOH ×(Va– Vi) / (Vi +Va)

Va of 0.1000 M NaOH (mL)

0 1 2 3 4 5 6 7

pH

0.00

2.00

4.00

6.00

8.00

10.00

12.00

14.00

D

Vi

Ve

Va

Page 31: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

The effect of acid strength (dissociation constant) on titration curves. Each curve represents the titration of 50.00 mL of 0.1000 M acid with 0.1000 M base.

Page 32: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Weak base titrated with strong acid

1) Titration reaction :

NH3 + HCl NH4+Cl–

2) Equivalence point :

NH3 HCl

0.1100 M×20.00 mL = 0.1000 M×Ve mL

Ve = 22.00 mL

3) Titration curve :

A. Initial Va = 0

NH3 + H2O = NH4+ + OH–

Kb = Kw / Ka = [NH4+][OH– ]/[NH3]

1.79×10–5 = [OH– ]2 / 0.1100–[OH– ] [OH– ]= KbF =1.4×10–3

pH = 11.15

The calculated titration curve forthe titration of 20.00 mL of 0.1100 Mammonia with 0.1000 M HCl.

0.1000M HCl volume (mL)

0 10 20 30 40 50

pH

0.00

2.00

4.00

6.00

8.00

10.00

12.00

14.00

A

Page 33: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

B. Before the equivalence point 0<Va< Ve

Major constituents: NH3 + NH4+Cl–

[OH]= Kb [NH3]/ [NH4+]

initial NH3 amount = F×Ve

– added HCl amount

= used amount NH3 = F×Va

Remaining NH3 amount =F(Vi–Va)

[NH3] = {(F×Ve) – (F×Va)}/(Vi +Va)

[NH4+] = (F×Va) / (Vi +Va)

pH = pKb + log [NH4+] / [NH3]

at Va = Ve/2 pOH= pKb = 4.74

pH = 9.26

0.1000M HCl volume (ml)

0 10 20 30 40 50

pH

0.00

2.00

4.00

6.00

8.00

10.00

12.00

14.00

Fig. 12-4. The calculated titration curve for the titration of 20.00 ml of 0.1100M ammonia with 0.1000M HCl.

B

Ve/2

Vi

VeVa

Page 34: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

0.1000M HCl volume (ml)

0 10 20 30 40 50

pH

0.00

2.00

4.00

6.00

8.00

10.00

12.00

14.00

Fig. 12-4. The calculated titration curve for the titration of 20.00 ml of 0.1100M ammonia with 0.1000M HCl.

C. Equivalence point Va = Ve

NH3 + HCl NH4+Cl–

initial 1 1

final 0 0 1

NH4+ = NH3 + H+

[H+] = KaF’

F’=( F×Vi) / (Vi +Va)

C

Page 35: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

D. After equivalence point Va> Ve

added HCl amount = F×Va

initial NH3 amount

= used HCl amount = F×Ve

Excess HCl amount = F×(Va –Ve)

[H+] = FHCl ×(Va– Ve) / (Vi +Va)

0.1000M HCl volume (ml)

0 10 20 30 40 50

pH

0.00

2.00

4.00

6.00

8.00

10.00

12.00

14.00

Fig. 12-4. The calculated titration curve for the titration of 20.00 ml of 0.1100M ammonia with 0.1000M HCl.

D

Vi

Ve Va

Page 36: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

The effect of base strength (dissociation constant) on titration curves. Each curve represents the titration of 50.00 ml of 0.1000 M base with 0.1000 M HCl.

Page 37: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Titration of Weak Base with Strong Acid

[H+] = KaF’

F’=( F×Vi) / (Vi +Va)

[OH–] = KbF’ = KwF’ /Ka

F’=( F×Vi) / (Vi +Va)

Equivalence point

After equivalence point

(Va>Ve)

pH = pKb + log[NH4+]/[NH3]pH = pKa + log [A–] /[HA]

Before the equivalence point (0<V a<V e)

[OH-] = KbF =1.4×10–3 [H+] = KaFInitial

B + H2O → BH+ + OH- HA + OH- → H2O + A-Titration reaction

Weak Base with Strong BaseWeak Acid with Strong Base

(Vi + Va)}(Va– Ve){FHCl=[H+]

(Vi + Va)

}(Va– Ve){FNaOH=[OH-]

Comparison of Weak Acid/ Base with Strong Base/Acid

Page 38: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Determining the pK values for amino acids

Amino acids contain both an acidic and a basic group.

alanine

All naturally occurring amino acids are left-handed (L) form.

The amine group behaves as a base, while the carboxyl group acts as an acid.

Aspartic acid

Page 39: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Curves for the titration of 20.00ml of 0.1000M alanine with 0.1000 M NaOH and 0.1000M HCl. Note that the zwitterion is present before any acid or base has been added. Adding acid protonates the carboxylate group with a pKa of 2.35. Adding base reacts with the protonated amine group with a pKa of 9.89.

Page 40: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Plots of relative amounts of acetic acid and acetate ion during a titration.

Page 41: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Amino acidin aceticacid +

0.020M HClO4

in acetic acid

0.010M CH3COOKin acetic acid

Acid base titration in non-aqueous media

HOOCCHNH2 + HClO4 HOOCCHNH3+ClO4

R CH3COOH R

(solvent)

HClO4 + CH3COOK CH3COOH + K+ClO4–

CH3COOH(solvent)

Page 42: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Titrants used in non-aqueous titrimetry

Acidic titrants Perchloric acid

p- Toluenesulfonic acid

2,4-Dinitrobenzenesulfonic acid

Basic titrants Tetrabutylammonium hydroxide

Sodium acetate

Potassium methoxide

Sodium aminoethoxide

Page 43: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Selected solvents for non-aqueous titration

Solvent Autoprotolysis constant Dielectric

(pKHS) constant

Amphiprotic Glacial acetic acid 14.45 6.1

Ethylenediamine 15.3 12.9

Methanol 16.7 32.6

Aprotic or basic Dimethylformamide 36.7

Benzene 2.3

Methyl isobutylketone 13.1

Pyridine 12.3

Dioxane 2.2

n-Hexane 1.9

Page 44: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Acid and base strengths that are not distinguished in aqueous solution may be distinguishable in non-aqueous solvents.

Ex. Perchloric acid is a stronger acid than hydrochloric acid in acetic acid solvent,

neither acid is completely dissociated.

HClO4 + CH3COOH = ClO4– + CH3COOH2

+ K = 1.3×10–5

strong acid strong base weak base weak acid

HCl + CH3COOH = Cl– + CH3COOH2+ K = 5.8×10–8

Differentiate acidity or basicity of different acids or bases

differentiating solvent for acids …… acetic acid, isobutyl ketone

differentiating sovent for bases …… ammonia, pyridine

Page 45: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Hammett acidity function, Ho, for aqueous solutions of acids.

Acid Name Ho

H2SO4 (100%) Sulfuric acid –11.93

H2SO4 SO3 Fuming sulfuric acid –14.14

H SO3F Fluorosulfuric acid –15.07

H SO3F+10%SbF5 Super acid –18.94

H SO3F+7%SbF53SO3 –19.35

Page 46: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Titration of a mixture of acids with tetrabutylammonium hydroxide in methyl isobutyl ketone solvent shows that the order of acid strength is HClO4 > HCl > 2-hydroxybenzoic acid > acetic acid > hydroxybenzene. Measurements were made with a glass electrode and a platimum reference electrode. The ordinate is proportional to pH, with increasing pH as the potential becomes more positive.

Page 47: Version 2012 Updated on 042312 Copyright © All rights reserved Dong-Sun Lee, Prof., Ph.D. Chemistry, Seoul Women’s University Chapter 12 Principles of

Summary

Acid-Base titration

Titration curve

Indicator

Detection of end-point

Potentiometry

Gran plot

Conductometry

Non-aqueous titration

Hammett acidity function, Ho