脂肪族過酸化物とハロゲンの反応に関する研究 (第1報)

ジオクタノイルパーオキシドと臭素の反応

抄録

Dioctanoyl peroxide was synthesized from octanoyl chloride and hydrogen peroxide in ether at low temperature, and the reaction of dioctanoyl peroxide with bromine in the presence of nitrogen gas was studied.
The reaction products were 1-heptyl bromide, tetradecane, caprilic acid and heptyl caprilate. The yield of 1-heptyl bromide was low and independent to the concentration of bromine. With increase in concentration of bromine, the yield of caprilic acid decreased and tetradecane and heptyl caprilate increased. These results suggest that C₇H₁₅COO· produced by the decomposition of dioctanoyl peroxide reacts with bromine to form C₇H₁₅COOBr, which is accelerated to decompose into C7H15·, CO₂ and Br₂ with increase in concentration of bromine, and C₇H₁₅· reacts with another C₇H₁₅· and C₇H₁₅COO· rather than with bromine, and that undecomposed C₇H₁₅COOBr reacts with water to form caprilic acid in washing after the reaction.