Acta Chimica Sinica ›› 1964, Vol. 30 ›› Issue (6): 532-539. Previous Articles     Next Articles

Ⅳ.环己基膦酰二氯与高碳醇的醇解反应

陆熙炎, 王国樑   

  1. 中国科学院有机化学研究所
  • 投稿日期:1963-11-11 发布日期:2013-06-03

Ⅳ. ALCOHOLYSIS OF CYCLOHEXYLPHOSPHONYL DICHLORIDE WITH HIGHER ALCOHOLS

LOH HSI-YIEN, WANG KUO-LIANG   

  1. Institute of Organic Chemistry, Academia Sinica
  • Received:1963-11-11 Published:2013-06-03

Detailed studies on the products of the alcoholysis of cyclohexylphosphonyl dichloride(Ⅰ) with 2-ethyl hexanol are described.It was found that the reaction proceeded incompletely when Ⅰ was reacted with calculated amount of alcohol in the presence of pyridine.Four fractions were obtained from the reaction product by distillation.The first fraction,as identified by gas chromatography,was unreacted 2-ethyl hexanol.The second fraction,as proved by hydrolysis to mono-2-ethylhexyl cydohexylphosphonate(Ⅳ) and by reaction with cyclohexylamine to form N-cyclohexyl 2-ethylhexyl cyclohexylphos-phonamidate(V),was shown to be 2-ethylhexyl cyclohexylphosphonochloridate(Ⅲ).The normal product of the alcoholysis reaction,di-2-ethylhexyl cyclohexylphosphonate,appeared in the third fraction only in 27.5% yield.The residue of the distillation was a neutral,yellow viscous liquid.On hydrolysis it yielded cyclohexylphosphonic acid(Ⅵ) and IV in the mole ratio of 1:14-19.