TY - JOUR
T1 - Reactions of 3,5-Dimethylbenzene-1,4-diazoöxide
AU - Kunitake, Toyoki
AU - Price, Charles C.
PY - 1963/3/1
Y1 - 1963/3/1
N2 - When 3,5-dimethylbenzene-1,4-diazoöxide was heated or irradiated with ultraviolet light in chlorinated hydrocarbons, the corresponding diazonium salt was obtained. When heated in chlorobenzene, the diazoöxide formed a mixture of hydroxybiphenyls and the diazonium salt. These results suggest the formation of an intermediate with free radical character. With boron trifluoride, a hydrated complex was obtained. The decomposition of the diazoöxide in tetrahydrofuran, thermally or photochemically, gave a one-to-one copolymer with the solvent. The product was crystalline under certain conditions. A cationic mechanism for this copolymerization is suggested.
AB - When 3,5-dimethylbenzene-1,4-diazoöxide was heated or irradiated with ultraviolet light in chlorinated hydrocarbons, the corresponding diazonium salt was obtained. When heated in chlorobenzene, the diazoöxide formed a mixture of hydroxybiphenyls and the diazonium salt. These results suggest the formation of an intermediate with free radical character. With boron trifluoride, a hydrated complex was obtained. The decomposition of the diazoöxide in tetrahydrofuran, thermally or photochemically, gave a one-to-one copolymer with the solvent. The product was crystalline under certain conditions. A cationic mechanism for this copolymerization is suggested.
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U2 - 10.1021/ja00889a024
DO - 10.1021/ja00889a024
M3 - Article
AN - SCOPUS:33947487792
SN - 0002-7863
VL - 85
SP - 761
EP - 764
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 6
ER -