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Aromatic fluorine compounds. VIII. Plant growth regulators and intermediates

The preparation and properties of 41 fluorophenoxyacetic acids, 4 fluorophenoxypropionic acids, 2 fluorobenzoic acids, several indole derivatives, and a number of miscellaneous compounds are described. Data are given for many intermediates such as new fluorinated phenols, anisoles, anilines and nitrobenzenes. Most of the subject compounds are related to a number of well-known herbicides or plant growth regulators such as 2,4-D, 2,4,5-T and others.

Journal of the American Chemical Society

A fluorimetric study of the thorium-morin system

Thorium reacts with morin to yield a yellow complex that fluoresces when irradiated with ultraviolet light. The effect on the fluorescence of such variables as concentration of acid, alcohol, thorium, morin, and complex; time, temperature and wave length of exciting light are studied to determine experimental conditions yielding maximum fluorescence. The effects of Zr+4, Al+3, Fe+3, Ca+2 and La+3 are discussed. The fundamental relationships between light absorption and fluorescence are expressed in a general equation that applies to a three-component system when the fluorescence is measured in a transmission-type fluorimeter. This general equation is used to obtain an expression for the fluorescence of the thoriummorin system. Equations, derived from experimental data, relate both the fraction of thorium reacted to form complex and the fraction of unquenched fluorescence to the concentration of uncombined morin. These functions, when combined with the general equation, give an expression whichrelates the total net fluorescence to the amount of uncombined morin in the solution. This last equation can be used to determine the one region for the concentration of uncombined morin that gives maximum sensitivity for the system. Calculated standard curves are in good agreement with experimental curves.

Journal of the American Chemical Society

Aromatic fluorine compounds. VI. Displacement of aryl fluorine in diazonium salts

Several chlorofluorobenzenes have been isolated from the Schiemann synthesis of fluorobenzenes. These have been shown to be the products of two side reactions occurring during thermal decomposition of the dry benzenediazonium fluoborate salt containing coprecipitated sodium chloride, an unavoidable contaminant in large preparations involving the use of hydrochloric acid and sodium fluoborate. The major side reaction and its chloro product were unexpected; a unique displacement of fluorine ortho to the diazonium group was observed. Replacement of the diazo group with chlorine was the predicted side reaction which proved to be minor. Conditions causing the side reactions and the isolation and identification of the products are described.

Journal of the American Chemical Society

Aromatic fluorine compounds. VII. Replacement of aromatic -Cl and -NO2 groups by -F

Replacement of -Cl by -F in aryl chlorides with potassium fluoride has been extended from 2,4-dinitrochlorobenzene to less activated halides by the use of non-aqueous solvents, especially dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). Also replacement of -NO2 by -F in substituted nitrobenzenes was studied in DMF. As a direct result of this study, many aromatic fluorine compounds can now be obtained by a relatively simple synthetic route.

Journal of the American Chemical Society

The oxidizing power of illinois coal. I. The reaction with titanous chloride

Illinois coals which have been exposed to air or oxygen show a small but definite ability to oxidize titanous chloride. This oxidizing power is gained very rapidly when freshly ground coal is exposed to air. Neither the magnitude nor the rapid increase of this oxidizing power can be accounted for entirely by the presence or the formation of soluble ferric compounds in the coal.

Journal of the American Chemical Society

The mercury minerals from Terlingua, Texas: Kleinite, terlinguaite, eglestonite, montroydite, calomel, mercury

Kleinite, as announced in 1905, belongs to the so-called mercury ammonium compounds, but no probable formula can be deduced from the analyses. It may be a mixture of a mercury-ammonium chloride in great preponderance, NHg2Cl.1/3H2O, with an oxychloride and sulphate or oxysulphate of mercury. Terlinguaite is a mercuric-mercurous oxychloride, HgO.HgCl, the formula of Moses being confirmed and the mixed nature ascertained by tests. Eglestonite is a mercurous oxychloride, Hg2O.2HgCl, the first authentic instance of such a compound, either artificial or native, and not Hg6Cl3O2, as believed by Moses. Montroydite is mercuric oxide, as supposed by Moses, and proven now by direct determination of its oxygen content.

Journal of the American Chemical Society