[[(2-羟基乙基)亚氨基]二(亚甲基)]二膦酸 | 5995-42-6

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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
• 中文名称: [[(2-羟基乙基)亚氨基]二(亚甲基)]二膦酸
• 英文名称: <(2-hydroxyethyl)imino>dimethylene diphosphonic acid
• 英文别名: β-hydroxyethyliminodi(methylenephosphonic) acid；2-hydroxyethylamino-N,N-bis(methylphosphonic acid)；2-hydroxyethyl-aminobis(methylenephosphonic acid)；ethanolamine-N,N-bis(methylene phosphonate)；ethanolamine-N,N-dimethylenephosphonic acid；ethanolaminedimethylenephosphonic acid；Phosphonic acid, [[(2-hydroxyethyl)imino]bis(methylene)]bis-；[2-hydroxyethyl(phosphonomethyl)amino]methylphosphonic acid
• CAS: 5995-42-6
• 化学式: C₄H₁₃NO₇P₂
• mdl: MFCD00467164
• 分子量: 249.097
• InChiKey: YAWYUSRBDMEKHZ-UHFFFAOYSA-N

物化性质

• 物理描述：
  Liquid

计算性质

• 辛醇/水分配系数(LogP)：
  -6.2
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  139
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [[(2-羟基乙基)亚氨基]二(亚甲基)]二膦酸 生成 [(2-羟基-2-氧代-1,4,2-氧氮杂磷杂环己烷-4-基)甲基]膦酸
  参考文献：
  名称：

  Molecular structure of 4-(phosphonomethyl)-2-hydroxy-2-oxo-1, 4,2-oxazaphosphorinane

  摘要：

  DOI：

  10.1007/bf00948882
• 作为产物：
  描述：

  2-chloroethylamine-N,N-bis(methylenephosphonic acid) 在 sodium hydroxide 、 水 作用下， 反应 3.67h， 生成 [[(2-羟基乙基)亚氨基]二(亚甲基)]二膦酸
  参考文献：
  名称：

  Process for the manufacture of alkylamino alkylene phosphonic acids

  摘要：

  公开了一种制造烷基氨基烷基膦酸的过程。具体而言，将特定的膦酸盐与选定的试剂在pH值为8或更高的水性碱性介质中反应，产生被OH、OR'、NH2、NHR'、N(R')2、NH、N、S、S-S和SH中的一种基团取代的烷基氨基基团，反应温度在0℃或更高。

  公开号：

  EP1932848A1

文献信息

• Phosphonate compounds
  申请人：Thermphos Trading GmbH

  公开号：EP1932850A1

  公开（公告）日：2008-06-18

  Novel phosphonate compounds are disclosed embodying an aminophosphonate moiety and a selected reaction partner. These compounds offer beneficial alternatives, and additional possibilities, to extant phosphonates and are capable of delivering desirable benefits from an application standpoint and from a compatibility standpoint broadly.

  揭示了一种新型膦酸盐化合物，其中包含氨基膦酸盐基团和选择的反应伙伴。这些化合物为现有的膦酸盐提供了有益的替代方案，同时也具有广泛的应用和兼容性优势，能够提供理想的效益。
• Process for the preparation of N-phosphonomethylglycine and derivatives thereof
  申请人：Coleman P. James

  公开号：US20050054871A1

  公开（公告）日：2005-03-10

  N-phosphonomethylamines are produced by reaction of an amine substrate with a halomethylphosphonic acid or salt thereof, a hydroxymethylphosphonic acid or salt thereof, or a dehydrated self-ester dimer, trimer or oligomer of hydroxymethylphosphonic acid. Among the products that may be prepared according to the process are N-phosphonomethylaminocarboxylic acids such as (e.g.) glyphosate, N-phosphonomethylaminoalkanols such as (e.g.) hydroxyethlaminomethylphosphonic acid, and N-acylaminomethylphosphonic acids such as (e.g.) N-carbamylaminomethylphosphonic acid. Certain reactions are conducted with a substantial excess of amine reactant in order to drive the conversion while avoiding excessive formation of bis(N-phosphonomethyl)amine by-products. Other reactions use a secondary amine substrate (such as iminodiacetic acid) and can be conducted at substantial equimolar ratios of halomethylaminomethylphosphonic acid or hydroxyaminomethylphosphonic acid to secondary amine reactant without significant formation of bis(phosphonomethyl)amine by-products. Further disclosed is a process for the preparation of hydroxymethylphosphonic acid self-ester dimers, trimers and oligomers by azeotropic dehydration.

  N-磷酸甲基胺是通过胺底物与卤甲基膦酸或其盐、羟甲基膦酸或其盐，或羟甲基膦酸的脱水自酯二聚体、三聚体或寡聚体反应而制备的。根据该过程可制备的产品包括N-磷酸甲基氨基羧酸，如草甘膦，N-磷酸甲基氨基烷醇，如羟乙氨基甲基膦酸，以及N-酰氨基甲基膦酸，如N-氨基甲基膦酸。为了推动转化并避免过多形成双(N-磷酸甲基)胺副产物，某些反应中使用大量过量的胺试剂。其他反应使用二次胺底物（如亚胺二乙酸）并可在相当量的卤甲基氨甲膦酸或羟氨甲膦酸与二次胺试剂的摩尔比下进行，而不会显著形成双(磷酸甲基)胺副产物。还公开了通过共沸脱水制备羟甲基膦酸自酯二聚体、三聚体和寡聚体的方法。
• Intramolecular cyclization of 1,3-diamino-2-hydroxypropan-N,N,N´,N´-tetrakis(methylphosphonic acid) upon phosphonomethylation of 1,3-diaminopropan-2-ol
  作者：N. V. Tsirul´nikova、Ya. V. Bolt、S. K. Belus

  DOI：10.1007/s11172-015-1001-8

  日期：2015.5

  Phosphonomethylation of 1,3-diaminopropan-2-ol affords the mixture of 1,3-diamino-2-hydroxypropan-N,N,N´,N´-tetrakis(methylphosphonic acid) (1) with its cyclic ether, viz., [(6-[bis(phosphonomethyl)amino]methyl-2-hydroxy-2-oxido-1,4,2-oxazaphosphinan-4-yl)methyl]phosphonic acid (2), but not 1, as assumed earlier.

  1,3-二氨基丙烷-2-醇的磷酰甲基化反应生成1,3-二氨基-2-羟基丙烷-N,N,N´,N´-四(甲基膦酸) (1) 及其环醚，即 [(6-[双(膦酰甲基)氨基]甲基-2-羟基-2-氧代-1,4,2-恶唑磷杂环己烷-4-基)甲基]膦酸 (2)，而不是之前假设的1。
• Dhawan, Balram; Redmore, Derek, Phosphorus, Sulfur and Silicon and the Related Elements, 1990, vol. 48, # 1-4, p. 41 - 47
  作者：Dhawan, Balram、Redmore, Derek

  DOI：——

  日期：——
• The Direct Synthesis of α-Aminomethylphosphonic Acids. Mannich-Type Reactions with Orthophosphorous Acid
  作者：Kurt Moedritzer、Riyad R. Irani

  DOI：10.1021/jo01343a067

  日期：1966.5