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A Century of Science in America

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Organic Chemistry

One hundred years ago qualitative tests for a few organic compounds were known, the elements usually occurring in them were recognized, and some of them had been analyzed quantitatively, but organic chemistry was far less advanced than inorganic, and almost the whole of its enormous development has taken place during our period.

Berzelius made a great advance in the subject by establishing the fact, which had been doubted previously, that the elements in organic compounds are combined in constant, definite proportions. In 1823 Liebig brought to light the exceedingly important fact of isomerism by showing that silver fulminate had the same percentage composition as silver cyanate, a compound of very different properties. Isomeric compounds with identical molecular weight as well as the same composition have since been found in very many cases, and they have played a most important part in determining the arrangements of atoms in molecules. They have been found to be very numerous in many cases. For instance, three pentanes with the formula C5H12are known, all that are possible according to theory, and in each case the structure of the molecule has been established. On theoretical grounds it has been calculated that 802 isomeric compounds with the formula C13H28 are possible, while with more complex formulas the numbers of isomers may be very much greater.

A particularly interesting case of isomerism was observed by Wöhler in 1828, when he found that ammonium cyanate changes spontaneously into urea

(NH4CNO → N2H4CO).

This was the first synthesis of an organic compound from inorganic material, and it overthrew the prevailing view that vital forces were essential in the formation of organic substances. A great many natural organic compounds have been made artificially since that time, and some of them, such as artificial alizarin, indigo, oil of wintergreen, and vanillin, have more or less fully replaced the natural products. The preparation of a vast number of compounds not known in nature, many of which are of practical importance as medicines, dyes, explosives, etc., has been another great achievement of organic chemistry.

The development of our present formulas for organic compounds, by means of which in many cases the relative positions of the atoms can be shown with the greatest confidence, has been gradual. Formulas based on the dualistic idea of Berzelius were used for some time, type-formulas, with the employment of compound radicals, came later, the substitution of atoms or groups of atoms for others in chemical reactions came to be recognized, but one of the most important steps was the recognition of the quadrivalence of carbon and the general application of valency to atoms by Kekulé about 1858. This led directly to the use of modern structural formulas which have been of the greatest value in the theoretical interpretation of organic reactions. It was Kekulé also who proposed the hexagonal ring-formula for benzene, C6H6, which led to exceedingly important theoretical and practical developments. The details of the formulas for many other rings and complex structures have been established since that time, and there is no doubt that the remarkable achievements in organic chemistry during the past sixty years have been much facilitated by the use of these formulas.

Many important researches in organic chemistry have been carried out in the United States, and the activity in this direction has greatly increased in recent years. In this connection the large amount of work of this kind accomplished in the Sheffield Laboratory, at present under the guidance of Professor T. B. Johnson, should be mentioned.

It has happened that comparatively few publications on organic chemistry have appeared in the Journal, but it may be stated that the preparation of chloroform and its physiological effects were described by Guthrie (21, 64, 1832). Unknown to him, it had been prepared by Souberain, a French chemist, the previous year, but the former was the first to describe its physiological action. Silliman gave a sample to Doctor Eli Ives of the Yale Medical School, who used it to relieve a case of asthma. This was the first use of chloroform in medical practice (21, 405, 1832). Guthrie also described in the Journal (21, 284, 1832) his new process for converting potato starch into glucose, a method which is essentially the same as that used to-day in converting cornstarch into glucose. Lawrence Smith (43, 301, 1842 et seq.), Horsford (3, 369, 1847 et seq.), Sterry Hunt (7, 399, 1849), Carey Lea (26, 379, 1858 et seq.), Remsen (5, 179, 1873 et seq.), and others have contributed articles on organic chemistry.

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