I. Introduction. Page 1

Transcriber’s Notes:

Typographical and punctuation errors have been silently corrected.

A Further Investigation of the

Symmetrical Chloride of

Paranitroorthosulphobenzoic Acid.

Dissertation.

Submitted to the Board of University

Studies of the Johns Hopkins University

for the Degree of Doctor of Philosophy.

— by —

William E. Henderson.

1897

Acknowledgment.

The author esteems it a privilege as well as a pleasure to give

expression to his sincere sense of gratitude to Prof. Remsen,under

whose guidance this work was carried on not only for instruction

received in the lecture room, but for his frequent suggestion, and his

constant and friendly interest in the work as it progressed. These have

at all times been an encouragement and an incentive.

He wishes also to express his appreciation of the instruction and

kindly guidance in the laboratory, of Drs. Morse and Renouf, as well as

of Dr. Ames of the Physical Laboratory.

Contents.

I. Introduction. Page 1

II. Preparation of the Acid Potassium Salt

of Paranitroorthosulphobenzoic Acid. 6

III. Preparation of the Symmetrical Chloride

of Paranitroorthosulphobenzoic Acid. 12

IV. Properties of the Symmetrical Chloride

of Paranitroorthosulphobenzoic Acid. 19

V. The Action of Benzene and Aluminium

Chloride on the Symmetrical Chloride

of Paranitroorthosulphobenzoic Acid. 22

The Barium Salts of

Paranitroorthobenzoybbenzenesulphonic Acid. 24

VI. The Action of Alcohols on the Symmetrical Chloride

of Paranitroorthosulphobenzoic Acid. 30

1. Methyl Alcohol. 31

2. Ethyl Alcohol. 32

Action of Ethyl Alcohol on the Unsymmetrical

Chloride. 36

VII. The Action of Phenols on the Symmetrical Chloride

of Paranitroorthosulphobenzoic Acid. 38

1. Phenol. 40

2. Orthocresol. 48

3. Paracresol. 51

4. Hydroquinone. 53

5. Resorcin. 56

6. Pyrogallol. 59

7. β-naphthol. 61

VIII. The Action of Aniline on the Symmetrical Chloride

of Paranitroorthosulphobenzoic Acid. 62

IX. The Action of Phosphorus Oxychloride on the Fusible

Anilid of Paranitroorthosulphobenzoic Acid. 71

X. The Action of Reagents on the Dianil of

Paranitroorthosulphobenzoic Acid. 77

1. Of Hydrochloric Acid. 77

2. Of Alcoholic Potash. 78

3. Of Glacial Acetic Acid. 79

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