ehloro-diphenyl-trichloroethane, the generic name of the active insecticidal principle. Theoretically there are forty-five possible dichlorodiphenvltrichloroethanes. However, the term "DDT" is confined to the product obtained on condensation of chloral (or its alcohólate or hydrate) with chlorobenzene in the presence of sulfuric acid.At the present time (spring 1915) three grades of DDT are recognized by the War Production Board and the armed forces of this country-technical DDT, purified or aerosol DDT, and pure DDT. As its name implies, technical DDT is a commercial grade complying with all the specifications outlined in the Joint Armv-Navv Specifications (JAN-D-.36A, Mar. 16, 1945). As will be shown in this report, it is a complex mixture containing upwards of 70% of l-trieliloro-2,2-bis-%chlorophenyl) -ethane (hereinafter called p,jr-DDT) (I), the major impurity being the o,p'-DDT isomer, 3 -trichloro-2-o-clilorophcuyl-2-/)chlorophenvlethane (II).
The above mother liquor gave after cooling on ice, clusters "B," m.p. [115][116] (3) were identified as equimolar mixtures of 3,6-dichloropyridazine (VI) and compound VII. The infrared spectrum of a prepared equimolar mixture of compounds VI and VII was similar to "B" and (3) and a mixture of "B" and (3) melted at 115-116°after recrystallization from carbon tetrachloride.Anal. Caled, for (an equimolar mixture of VI and VII) C8H6ON4Cl3/2: N, 20.0; mol. wt. 139.7. Found: N, 19.95; mol. wt. 145 (Hast).Subjecting mixtures "B" or (3) to heating in vacuo caused sublimation of compound VI and gave pure VII as the residue.
Epimeric forms of four C-16 halides of estrone methyl ether are reported. Chemical reactions are presented which include proof of structure, isomerization, interconversion and reduction. Two C-17 halides of 16-estrone methyl ether are similarly discussed.Noteworthy and often valuable alterations of clinical activity accompany the exchange of halogen for hydrogen at various points in the steroid nucleus. Progestational, cortical, and androgenicanabolic steroids have received most attention in structure-activity studies.1 Our interest in halogenated estrone derivatives was prompted by the possibility that we could retain the favorable
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