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Die Bestrahlung des Pyridons (I) in wäßriger Lösung liefert das Dimere (II) und das Valenzisomere (III) in einem von der Konzentration abhängenden Produktverhältnis.

vel. 15 The isoheptyl bromide16 was obtained in 90% yield and distilled at 84-85°(45 mm) [lit.14 83°(45 mm)].The Grignard reagent from 1 mol of isoheptyl bromide was prepared and treated with allyl bromide according to the directions of Vogel.17 The product, 8-methyl-1-nonene, was distilled in a tenplate column at 170-171°. No impurities could be detected in the product by glpc analysis.

Synopsis2-Chloromethylbutadiene has been converted to quaternary ammonium and sulfonium monomers which have been polymerized at room temperature. They show a very great tendency to dimerise on heating in water solution. The aqueous quaternary monomer dimerized 2.5 times as fast as the aqueous sulfonium monomer and nearly 106 times as fast as neat isoprene at 50°C. The quaternary monomer dimerized with itself in a water solution to which Zhydroxymethylbutadiene has been added as an example of a nonionic diene. The latter monomer did not dimerize rapidly in water, nor did 2-aminomethylbutadiene. The hydrochlorides of 2-aminomethylbutadiene and 2-dimethylaminomethylbutadiene dimerized at rates comparable to that of the sulfonium monomer. Poly 2-chloromethylbutadiene contains reactive chlorine except for the structure resulting from the minor extent of 1,2 addition. Water-soluble derivatives have been made from it with nucleophilic tertiary amines and sulfides. Cationic polymers are substantive to paper pulp, and the sulfonium polymers can be cured in paper to give improved wet strength.N-methylmorpholine could be crystallized as chlorides. All had the charac-* In honor of C. S. Marvel on the occasion of his 75th birthday. 2123 a 0 1.95 7.5 9 . 3 3 9 6 b l . 4 1 55 ~O U M 4 9 . 1* The rate of dimerization of neat isoprene is given12 as 4.57 X 10-0 l./mole-sec at 6OoC and 2.12 X 10-8 at 75OC with k = 7.9 X 107 exp { 24900/RT).