Acta Chimica Sinica ›› 1958, Vol. 24 ›› Issue (2): 147-150. Previous Articles     Next Articles

双(2,4,6-三甲苯)二酮及其衍生物Ⅴ.——2,5-二溴-1,6-双(2,4,6-三甲苯)己二酮-[1,6]的去溴化氢反应

高济宇, 曾成   

  1. 南京大学化学系
  • 投稿日期:1957-09-04 发布日期:2013-06-03

DIMESITYL DIKETONES AND THEIR DERIVATIVES Ⅴ. DEHYDROBROMINATION OF 2, 5-DIBROMO-1, 6-DIMESITYL HEXANDIONE-[1, 6]

KAO TSI-YU, TSENG CHEN   

  1. Department of Chemistry, Nanking University
  • Received:1957-09-04 Published:2013-06-03

Differing from its diphenyl analog,2,5-dibromo-1,6-dimesityl hexandione-[1,6],formed neither cyclopentane derivatives nor pyridinium salts,dehydrobromination product,1,6-dimesityl hexadiene-2,4-dione-[1,6] but the when it was treated with pyridine at about 140°.1,6-Dimesityl hexadiene-2,4-dione-[1,6] so obtained was golden yellow needles,melting at 218-219°.It contained no bromine and decolorized both alkaline permanganate and bromine solutions.Its molecular weight (338)was found close to the theoretical value (346) by Rast camphor method.It gave 1,6-dimesityl hexanedione-[1,6] by catalytic hydrogenation and 1,6-dimesityl 2,3,4,5-tetrabromohexanedione-[1,6] by addition of bromine.Its structure was finally proved by synthesis from muconyl chloride and mesitylene by Friedel-Crafts reaction.