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preface to fifteenth edition

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ELECTROLYTES, EMF, AND CHEMICAL EQUILIBRIUM 8.81<br />

TABLE 8.11<br />

pK a Values for Pro<strong>to</strong>n-Transfer Reactions in Nonaqueous Solvents<br />

Acid Methanol Ethanol Other Solvents<br />

Acetic acid 9.52 10.32 11.4 a , 9.75 d<br />

p-Aminobenzoic acid 10.25<br />

Ammonium ion 10.7 6.40 b<br />

Anilinium ion 6.0 5.70<br />

Benzoic acid 10.72 10.0 a<br />

Bromocresol purple 11.3 11.5<br />

Bromocresol green9.8 10.65<br />

Bromophenol blue 8.9 9.5<br />

Bromothymol blue 12.4 13.2<br />

Di-n-butylammonium ion<br />

10.3 a<br />

o-Chloroanilinium ion 3.4<br />

Cyanoacetic acid 7.49<br />

2,5-Dichloroanilinium ion<br />

9.48 b<br />

Dimethylaminoazobenzene 5.2 6.32 b<br />

N,N-Dimethylanilinium ion 4.37<br />

Formic acid 9.15<br />

Hydrobromic acid<br />

5.5 c<br />

Hydrochloric acid<br />

8.55 b , 8.9 c<br />

Methyl orange 3.8 3.4<br />

Methyl red (acid range) 4.1 3.55<br />

(alkaline range) 9.2 10.45<br />

Methyl yellow 3.4 3.55<br />

Neutral red 8.2 8.2<br />

o-Nitrobenzoic acid 7.6<br />

m-Nitrobenzoic acid 8.3<br />

p-Nitrobenzoic acid 8.4<br />

Perchloric acid<br />

4.87 b<br />

Phenol 14.0<br />

Phenol red 12.8 13.4<br />

Phthalic acid, pK 2 11.65 11.5 d , 6.10 d (pK 1 )<br />

Picric acid 3.8 3.8 8.9 c<br />

Pyridinium ion<br />

6.1 b<br />

Salicylic acid 8.7 7.9<br />

Stearic acid 10.0<br />

Succinic acid, pK 2 11.4<br />

Sulfuric acid, pK 1<br />

7.24 b,c<br />

Tartaric acid, pK 2 9.9<br />

Thymol blue (alkaline range) 14.0 15.2<br />

(acid range) 4.7 5.35<br />

Thymolbenzein (acid range) 3.5<br />

(alkaline range) 13.1<br />

p-Toluenesulfonic acid<br />

8.44 b<br />

p-Toluidinium ion 6.24<br />

Tribenzylammonium ion<br />

5.40 b<br />

Tropeoline 00 2.2<br />

Urea (pro<strong>to</strong>nated cation)<br />

6.96 b<br />

Veronal 12.6<br />

a<br />

Dimethylsulfoxide. b Glacial acetic acid. c Ace<strong>to</strong>nitrile. d Ace<strong>to</strong>ne 10% water.

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