Polymerization of Allylbenzene in the Presence of Aluminum Chloride
1966 Volume 40 Issue 11 Pages 429-430
Details
1966 Volume 40 Issue 11 Pages 429-430
Allylbenzene polymerized in the presence of aluminum chloride in nitrobenzene at 0°C From reaction mixture two dimers_??_(I), b. p. 112_??_3°C/0.01mmHg, λCHCl3max 260, 270 mμ (log ε 2.9, 2.8); (II), b. p. 148°C/0.01mmHg, λCHCl3max 256, 270 mμ (log ε 3.2, 2.9)_??_ and a trimer _??_(III), b. p. 182°C/0.1mmHg, λCHCl3max 258 mμ (log ε 3.8)_??_ were isolated by fractional distillation. Zinc dust distillation of (I) and (II) gave 1-phenylnaphthalene and 2-phenylnaphthalene, respectively. By this fact along with NMR-_??_(I), τ=9.1 (3H, triplet, J=6.8 c. p. s.), τ=6.0 (1H, triplet, J=6.7 c. p. s.); (II), τ=9.0 (3H, triplet, J=6.8 c. p. s.)_??_ and mass-_??_(I), m/e 28, 29, 207, 208, 236; (II), m/e 29, 207, 236)_??_ evidences, (I) was assumed to be 1-ethyl-4-phenyl-1, 2, 3, 4-tetrahydronaphthalene and (II) to be 1-ethyl-2-phenyl-1, 2, 3, 4-tetrahydronaphthalene.
