有機ケイ素化合物の合成(第12報) : Gas Chromatographyによるo-, m-, およびp-(Trimethylsilyl)nitrobenzeneの定量分析について

抄録

Examinations were made on the products obtained by the nitration of (trimethylsilyl)benzene (I) in acetic anhydride with cupric nitrate (Cu(NO₃)₂·3H₂O) at 40° for 6 hours. The molar percentage yields of the products, o-(II), m-(III), and p-(trimethylsilyl)nitrobenzene (IV), and nitrobenzene (V), were examined by gas chromatography and the results obtained are listed in Table I. The partial rate factors at 1-/2-/3-/4- and at 2-/3-/4- are 18/12/17/23 and 15/21/29, respectively. Warming of a mixture of I, II, III, IV, and V in acetic acid, in the presence of nitric acid, at 40° for 6 hours results in protodesilylatiom of only a small amount of I and the others are not decomposed. Consequently, the formation of V is not due to protodesilylation of III, as had been thought, but is due to the nitrodesilylation of I.