Phosphoric acid cyclohexyl dimethyl ester | 7301-84-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: Phosphoric acid cyclohexyl dimethyl ester
• 英文别名: cyclohexyl dimethyl phosphate；phosphoric acid cyclohexyl ester-dimethyl ester；Phosphorsaeure-cyclohexylester-dimethylester；Phosphoric acid cyclohexyl ester dimethyl ester
• CAS: 7301-84-0
• 化学式: C₈H₁₇O₄P
• 分子量: 208.194
• InChiKey: ZQSHSWZXVIKYQZ-UHFFFAOYSA-N

物化性质

• 沸点：
  106 °C(Press: 1.5 Torr)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  环己醇 在 N,N-二甲基苯胺 、 三氯氧磷 作用下， 生成 Phosphoric acid cyclohexyl dimethyl ester
  参考文献：
  名称：

  Pyrolysis of Alkyl Phosphates

  摘要：

  DOI：

  10.1021/ja01567a066

文献信息

• An Improved Method for Lewis Acid Catalyzed Phosphoryl Transfer with Ti(<i>t</i>-BuO)₄
  作者：Simon Jones、Dimitrios Selitsianos、Kate J. Thompson、Steven M. Toms

  DOI：10.1021/jo034331g

  日期：2003.6.1

  Several inorganic esters have been evaluated as phosphoryl transfer catalysts. Of these, Ti(t-BuO)(4) was found to be the most effective catalyst giving excellent yields of the desired phosphate esters. The loading of the catalyst could be reduced to a little as 5 mol % for a majority of substrates with no loss in the yield of product. This methodology is significantly more versatile than using TiCl4 and is suitable for the phosphorylation of more complex carbohydrates and molecules of biological interest.
• A Mild Preparation of Protected Phosphate Esters From Alcohols
  作者：Vibha B. Oza、Robert C. Corcoran

  DOI：10.1021/jo00117a018

  日期：1995.6

  Treatment of a wide variety of alcohols with trimethyl phosphite and carbon tetrabromide in pyridine leads to the formation of the corresponding dimethyl phosphate esters in high yields. The reaction is presumed to proceed by formation of an intermediate alkoxy trimethoxyphosphonium salt which undergoes selective demethylation by bromide. Poor yields are generally obtained if solvents other than pyridine are employed or if carbon tetrabromide is replaced by carbon tetrachloride. The mildness of the procedure is illustrated by the conversion of the highly acid sensitive 2-(4,4'-dimethoxytrityloxy)-1-phenylethanol to its dimethyl phosphate ester (74%) and the base sensitive N-CBZ-tyrosine-p-nitrophenyl ester to the corresponding O-(dimethyl phosphate ester) (82%). The availability of methods for the demethylation of methyl phosphate esters makes this oxidative phosphorylation reaction a mild and inexpensive method for the synthesis of protected phosphate esters.
• An unprecedented chemical transformation: the oxidation of alkanes to alkyl dimethyl phosphates
  作者：Derek H.R. Barton、Stéphane D. Bévière、Darío Doller

  DOI：10.1016/s0040-4039(00)92278-0

  日期：1991.1

  Treatment of alkanes under Gif(IV) conditions [FeCl2.4H2O (cat.), Zn0, and O2 in pyridine-acetic acid] in the presence of trimethylphosphite afforded alkyl dimethyl phosphates; C-13-NMR experiments showed that the phosphates are formed from the reaction between the intermediate alkyl hydroperoxide and trimethyl phosphite in the presence of an iron catalyst.
• Christol,H.; Marty,C., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1966, vol. 262, p. 1722 - 1724
  作者：Christol,H.、Marty,C.

  DOI：——

  日期：——
• Pyrolysis of Alkyl Phosphates
  作者：Henry E. Baumgarten、Robert A. Setterquist

  DOI：10.1021/ja01567a066

  日期：1957.5