isobutyl methyl methylphosphonate | 150799-85-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: isobutyl methyl methylphosphonate
• 英文别名: 1-[Methoxy(methyl)phosphoryl]oxy-2-methylpropane
• CAS: 150799-85-2
• 化学式: C₆H₁₅O₃P
• 分子量: 166.157
• InChiKey: ZYZQNNOYPLAWPJ-UHFFFAOYSA-N

物化性质

• 沸点：
  199.8±9.0 °C(Predicted)
• 密度：
  1.008±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  isobutyl methyl methylphosphonate 在 甲醇 作用下， 以 氯仿 为溶剂， 反应 12.0h， 生成 P-甲基-膦酸单(2-甲基丙基)酯
  参考文献：
  名称：

  有机磷化学。第1部分。烷基甲基膦酸的合成

  摘要：

  通过三步路线合成了结构RO（HO）P（O）Me的几种烷基氢甲基膦酸酯[R =  i -Pr，n -Bu，我-Bu，s -Bu，pinacolyl Me 3 C-CH（Me）-，环戊基 和 环己基]。 亚磷酸三甲酯 被酯交换 酒类 在钠存在下 催化剂得到6–64％的混合亚磷酸酯（MeO）2 POR。用这些治疗甲基碘以66–95％的收率得到烷基甲基甲基膦酸酯RO（MeO）P​​（O）Me。可选择的脱甲基 这些化合物的 溴三甲基硅烷， 其次是 甲醇分解甲硅烷基磷酯RO（Me 3 SiO）P（O）Me生成氢膦酸酯 收率为60–97％。

  DOI：

  10.1039/b007077g
• 作为产物：
  描述：

  P-甲基-膦酸单(2-甲基丙基)酯 、 三甲基硅烷化重氮甲烷 在 甲醇 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 isobutyl methyl methylphosphonate
  参考文献：
  名称：

  PREPARATION, DERIVATIZATION WITH TRIMETHYLSILYLDIAZOMETHANE, AND GC/MS ANALYSIS OF A “POOL” OF ALKYL METHYLPHOSPHONIC ACIDS FOR USE AS QUALITATIVE STANDARDS IN SUPPORT OF COUNTERTERRORISM AND THE CHEMICAL WEAPONS CONVENTION

  摘要：

  There are hundreds of nerve agents in the class of alkyl methylphosphonofluoridates covered by Schedule 1 of the CWC (Chemical Weapons Convention). Hydrolysis of these sarin-like nerve agents results in all equal number of alkyl methylphosphonic acids. These allkyl methylphosphonic acids are persistent and provide good evidence of specific agent production or use. In order to support the CWC and counterterrorism activities, it is desirable to have ready access to each of these hydrolysis products for use as qualitative standards. A means for simultaneously producing multiple alkyl methylphosphonates from methylphosphonic acid and the corresponding alcohols was developed. Derivatization of these alkyl methylphosphonic acids with trimethylsilyldiazomethane yields the corresponding methyl esters which are suitable for GC/MS analysis.

  DOI：

  10.1080/10426500490459632

文献信息

• Organophosphorus chemistry. Part 1. The synthesis of alkyl methylphosphonic acids
  作者：Christopher M. Timperley、Michael Bird、Ian Holden、Robin M. Black

  DOI：10.1039/b007077g

  日期：——

  Several alkyl hydrogen methylphosphonates of structure RO(HO)P(O)Me were synthesised by a three-stage route [R = i-Pr, n-Bu, i-Bu, s-Bu, pinacolyl Me3C-CH(Me)-, cyclopentyl and cyclohexyl]. Trimethyl phosphite was transesterified with alcohols in the presence of sodium catalyst to give the mixed phosphites (MeO)2POR in 6–64% yield. Treatment of these with methyl iodide gave alkyl methyl methylphosphonates

  通过三步路线合成了结构RO（HO）P（O）Me的几种烷基氢甲基膦酸酯[R =  i -Pr，n -Bu，我-Bu，s -Bu，pinacolyl Me 3 C-CH（Me）-，环戊基 和 环己基]。 亚磷酸三甲酯 被酯交换 酒类 在钠存在下 催化剂得到6–64％的混合亚磷酸酯（MeO）2 POR。用这些治疗甲基碘以66–95％的收率得到烷基甲基甲基膦酸酯RO（MeO）P​​（O）Me。可选择的脱甲基 这些化合物的 溴三甲基硅烷， 其次是 甲醇分解甲硅烷基磷酯RO（Me 3 SiO）P（O）Me生成氢膦酸酯 收率为60–97％。
• PREPARATION, DERIVATIZATION WITH TRIMETHYLSILYLDIAZOMETHANE, AND GC/MS ANALYSIS OF A “POOL” OF ALKYL METHYLPHOSPHONIC ACIDS FOR USE AS QUALITATIVE STANDARDS IN SUPPORT OF COUNTERTERRORISM AND THE CHEMICAL WEAPONS CONVENTION
  作者：Michael D. Crenshaw、David B. Cummings

  DOI：10.1080/10426500490459632

  日期：2004.6

  There are hundreds of nerve agents in the class of alkyl methylphosphonofluoridates covered by Schedule 1 of the CWC (Chemical Weapons Convention). Hydrolysis of these sarin-like nerve agents results in all equal number of alkyl methylphosphonic acids. These allkyl methylphosphonic acids are persistent and provide good evidence of specific agent production or use. In order to support the CWC and counterterrorism activities, it is desirable to have ready access to each of these hydrolysis products for use as qualitative standards. A means for simultaneously producing multiple alkyl methylphosphonates from methylphosphonic acid and the corresponding alcohols was developed. Derivatization of these alkyl methylphosphonic acids with trimethylsilyldiazomethane yields the corresponding methyl esters which are suitable for GC/MS analysis.