(二甲基胺基)磷酸二甲酯 | 597-07-9

• 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
• 中文名称: (二甲基胺基)磷酸二甲酯
• 英文名称: N,N-dimethyl-O,O-dimethylphosphoramidate
• 英文别名: O,O-dimethyl N,N-dimethylphosphoramidate；dimethyl N,N-dimethylphosphoroamidate；dimethyl-N,N-dimethylphosphoroamidate；NN-dimethyl dimethyl-phosphoramidate；dimethyl N,N-dimethylphosphoramidate；dimethyl-phosphoramidic acid dimethyl ester；Dimethyl dimethylphosphoramidate；N-dimethoxyphosphoryl-N-methylmethanamine
• CAS: 597-07-9
• 化学式: C₄H₁₂NO₃P
• 分子量: 153.118
• InChiKey: NEVPGZLSKXATIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (二甲基胺基)磷酸二甲酯 在 /BRN= 956566/ 作用下， 以 丙酮 为溶剂， 生成 Phosphorsaeureesteramid-trimethylammonium-salz
  参考文献：
  名称：

  Jentzsch,R. et al., Journal fur praktische Chemie (Leipzig 1954), 1977, vol. 319, p. 871 - 874

  摘要：

  DOI：
• 作为产物：
  描述：

  dimethoxy(dimethylamino)phosphine 在 丙酮腈 作用下， 以 乙醚 为溶剂， 生成 (二甲基胺基)磷酸二甲酯
  参考文献：
  名称：

  Konovalova,I.V. et al., Journal of general chemistry of the USSR, 1979, vol. 49, p. 1493 - 1499

  摘要：

  DOI：

文献信息

• Phosphoryl compounds in strong acids. Stability of the P–N bond and alkyl–oxygen cleavage of phosphoramidates in trifluoromethanesulphonic acid
  作者：Tomasz A. Modro

  DOI：10.1039/c39800000201

  日期：——

  In trifluoromethanesulphonic acid (HTFMS) the P–N bond of (RO)2P(O)NMe2 is stable, but de-O-alkylation is observed; rates of the oxygen–alkyl cleavage of phosphoramidates and some other phosphoryl compounds in HTFMS have been determined.

  在三氟甲磺酸（HTFMS）中，（RO）2 P（O）NMe 2的PN键是稳定的，但是观察到了脱-O-烷基化。已经确定了HTFMS中氨基磷酸酯和其他一些磷酰基化合物的氧烷基裂解速率。
• Derivatives of cis-epoxy-1,2-propyl-phosphonic acid and drugs containing
  申请人：Agence Nationale de Valorisation de la Recherche (ANVAR)

  公开号：US04129660A1

  公开（公告）日：1978-12-12

  New asymmetrical derivatives of cis-epoxy-1,2-propylphosphonic acid, corresponding to the formula: ##STR1## in which: M.sup.(+) and M'.sup.(+), which are identical or different, are chosen from the hydrogen ion and the inorganic or organic cations, A is chosen from: The straight or branched alkyl and alkoxy radicals having 1 to 8 carbon atoms and being able to comprise at least one substitutent constituted by an epoxy bridge or chosen from the alkoxy radicals having 1 to 5 carbon atoms, alkoxycarbonyl whose alkyl radical comprises from 1 to 5 carbon atoms, amino, alkylamino, nitrile, The aryl, aralkyl, arylkoxy radicals which are substituted or not, Said products being useful particularly as drugs.

  新的不对称的顺式环氧-1,2-丙基膦酸衍生物，对应于以下公式：##STR1##其中：M.sup.(+)和M'.sup.(+)，相同或不同，选择自氢离子和无机或有机阳离子，A选择自：具有1至8个碳原子的直链或支链烷基和烷氧基基团，能够包括至少一个由环氧桥构成的取代基或选择自具有1至5个碳原子的烷氧基基团，其烷基基团包含1至5个碳原子的烷氧羰基，氨基，烷基氨基，腈基，取代或未取代的芳基，芳基烷基，芳基氧基基团，所述产品特别有用作药物。
• N,N′-Dichlorobis(2,4,6-trichlorophenyl)urea (CC-2): an Efficient Reagent for the Synthesis of Chemical Weapons Convention-Related Dialkyl-N,N-dialkylphosphoramidates from Dialkylphosphites
  作者：Arvind K. Gupta、Deepak Pardasani、Hemendra K. Gupta、Devendra K. Dubey

  DOI：10.1071/ch07081

  日期：——

  The present paper describes the one-pot synthesis of dialkyl N,N-dialkylphosphoramidates (DADAP) from dialkylphosphites and dialkylamines using N,N′-dichlorobis(2,4,6-trichlorophenyl)urea (CC-2) as chlorinating reagent. DADAP belong to the schedule 2.B.6 category of the Chemical Weapons Convention (CWC), as they are the important markers of the chemical warfare agent tabun and its analogues. The study was undertaken to develop the spectral database of DADAP for verification of CWC. The reported synthetic strategy can be adopted to rapidly synthesize several analogues of DADAP during official proficiency tests.

  本文介绍了以 N,N′-二氯双(2,4,6-三氯苯基)脲（CC-2）为氯化试剂，从二烷基亚磷酸盐和二烷基胺中一步合成 N,N-二烷基磷酰胺酸二烷基酯（DADAP）的方法。DADAP 属于《化学武器公约》附表 2.B.6，是化学战剂塔崩及其类似物的重要标记。这项研究旨在开发 DADAP 的光谱数据库，用于《化学武器公约》的核查。所报告的合成策略可用于在官方能力测试中快速合成多种 DADAP 类似物。
• A single-step one pot synthesis of O,O′-dialkyl N,N-dialkylphosphoramidates from dialkylphosphites
  作者：Ajay Kumar Purohit、Deepak Pardasani、Ajeet Kumar、D. Raghavender Goud、Rajiv Jain、D.K. Dubey

  DOI：10.1016/j.tetlet.2016.07.019

  日期：2016.8

  An efficient synthetic method has been developed to obtain chemical weapons convention (CWC)-related O,O′-dialkyl-N,N-dialkylphosphoramidates from dialkylphosphites using inorganic reagents (CuCl2 and Cs2CO3) at room temperature.

  一种有效的合成方法已被开发，以获得化学武器公约（CWC）相关ø，ö ' -二烷基ñ，ñ使用无机试剂（氯化亚铜dialkylphosphites -dialkylphosphoramidates 2和Cs 2 CO 3）在室温下。
• Dichlorodimethyl Hydantoin: An Efficient Reagent for One-Pot Synthesis of CWC-Related O,O-dialkyl, N,N-dialkyl Phosphoramidates
  作者：Arvind K. Gupta、Devendra K. Dubey、M. P. Kaushik

  DOI：10.1080/10426500701724514

  日期：2008.6.9

  A simple, rapid, economical, and efficient one-pot synthetic method for preparation of O,O-dialkyl, N,N-dialkylphosphoramidates (DADAPs) and phosphates has been developed.

  开发了一种简单、快速、经济、高效的一锅合成方法，用于制备 O,O-二烷基、N,N-二烷基氨基磷酸酯 (DADAPs) 和磷酸盐。