二丙基甲基膦酸酯 | 6410-56-6

• 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: 二丙基甲基膦酸酯
• 英文名称: methylphosphonic acid dipropyl ester
• 英文别名: Methyl-phosphonsaeure-dipropylester；Methylphosphonsaeure-di-n-propylester；dipropyl methylphosphonate；1-[methyl(propoxy)phosphoryl]oxypropane
• CAS: 6410-56-6
• 化学式: C₇H₁₇O₃P
• 分子量: 180.184
• InChiKey: NRMHUSQXOMWJGD-UHFFFAOYSA-N

物化性质

• 沸点：
  105-106 °C(Press: 12 Torr)
• 密度：
  1.0683 g/cm3(Temp: 0 °C)
• 保留指数：
  1200.7

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 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：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  二丙基甲基膦酸酯 、 二苯胍 以37%的产率得到1,3-Diphenyl-2-propylguanidine;methyl(propoxy)phosphinic acid
  参考文献：
  名称：

  Fridland; Shaikhiev; Musin, Russian Journal of General Chemistry, 1996, vol. 66, # 5, p. 772 - 773

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙醇 、 sodium ethanolate 作用下， 生成 二丙基甲基膦酸酯
  参考文献：
  名称：

  Arbusow; Kamai, Zhurnal Obshchei Khimii, 1947, vol. 17, p. 2154

  摘要：

  DOI：

文献信息

• Hydrolyse Basique de phosphonates I. Étude qualitative
  作者：Henri Christol、Michel̀e Levy、Claude Marty

  DOI：10.1016/s0022-328x(00)88699-4

  日期：1968.6

  The hydrolysis of phosphonates by alkali in aqueous dioxane has been studied. The symmetrical phosphonates are hydrolysed with loss of one ester group to form a monoacid. With the mixed phosphonates the better leaving group is replaced.

  已经研究了在二恶烷水溶液中碱将膦酸酯水解的方法。对称的膦酸酯水解而失去一个酯基，形成一元酸。用混合的膦酸酯，更好的离去基团被取代。
• Efficient asymmetric synthesis of trifluoromethylated β-aminophosphonates and their incorporation into dipeptides
  作者：Kostiantyn V. Turcheniuk、Kateryna O. Poliashko、Valery P. Kukhar、Alexander B. Rozhenko、Vadim A. Soloshonok、Alexander E. Sorochinsky

  DOI：10.1039/c2cc36702e

  日期：——

  Addition of anions derived from dialkyl methylphosphonates to (Ss)-N-tert-butanesulfinyl (3,3,3)-trifluoroacetaldimine afforded (Ss,R) addition adducts in moderate to good yield (53–75%) with excellent diastereoselectivity (94–95% de). After selective removal of the N-sulfinyl group, dipeptides containing enantiomerically pure diethyl 2-amino-3,3,3-trifluoropropylphosphonate were synthesized to investigate the influence of the trifluoromethyl substituent on N-terminal coupling.

  将二烷基甲基膦酸酯衍生的阴离子加成到(Ss)-N-叔丁磺酰基(3,3,3)-三氟乙醛亚胺上，以中等至良好的收率（53-75%）得到了具有优异立体选择性（94-95% 对映体过量）的(Ss,R)加成物。在选择性去除N-磺酰基后，合成了含有手性纯二乙基2-氨基-3,3,3-三氟丙基膦酸酯的二肽，以研究三氟甲基取代基对N-端偶联的影响。
• BACTERICIDAL SILVER SURFACTANT DELIVERY INTO COATING AND POLYMER COMPOSITIONS
  申请人：Texter John

  公开号：US20090018188A1

  公开（公告）日：2009-01-15

  Disclosed are surfactant compounds and compositions that are antimicrobial. Also provided are polymeric compositions incorporating the surfactant compounds. The polymeric compositions may be used to form antibacterial coatings on surfaces.

  揭示了具有抗菌性的表面活性剂化合物和组合物。还提供了包含这些表面活性剂化合物的聚合物组合物。这些聚合物组合物可用于在表面上形成抗菌涂层。
• ANIONIC SURFACTANTS LETHAL TO GRAM-POSITIVE BACTERIA
  申请人：Texter John

  公开号：US20090060984A1

  公开（公告）日：2009-03-05

  Disclosed are surfactant compounds and compositions that are antimicrobial. Also provided are polymeric compositions incorporating the surfactant compounds. The polymeric compositions may be used to form antibacterial coatings on surfaces.

  披露了具有抗菌作用的表面活性剂化合物和组合物。还提供了包含这些表面活性剂化合物的聚合物组合物。这些聚合物组合物可用于在表面上形成抗菌涂层。
• Microwave-Assisted Ionic Liquid-Catalyzed Selective Monoesterification of Alkylphosphonic Acids—An Experimental and a Theoretical Study
  作者：Nikoletta Harsági、Réka Henyecz、Péter Ábrányi-Balogh、László Drahos、György Keglevich

  DOI：10.3390/molecules26175303

  日期：——

  It is well-known that the P-acids including phosphonic acids resist undergoing direct esterification. However, it was found that a series of alkylphoshonic acids could be involved in monoesterification with C2–C4 alcohols under microwave (MW) irradiation in the presence of [bmim][BF4] as an additive. The selectivity amounted to 80–98%, while the isolated yields fell in the range of 61–79%. The method developed is a green method for P-acid esterification. DFT calculations at the M062X/6–311+G (d,p) level of theory (performed considering the solvent effect of the corresponding alcohol) explored the three-step mechanism, and justified a higher enthalpy of activation (160.6–194.1 kJ·mol−1) that may be overcome only by MW irradiation. The major role of the [bmim][BF4] additive is to increase the absorption of MW energy. The specific chemical role of the [BF4] anion of the ionic liquid in an alternative mechanism was also raised by the computations.

  众所周知，包括膦酸在内的P-酸不易直接酯化。然而，发现一系列烷基膦酸在微波（MW）辐射下与C2-C4醇在[bmim][BF4]存在下可以进行单酯化反应。选择性达到80-98％，而分离收率在61-79％的范围内。所开发的方法是一种绿色的P-酸酯化方法。在M062X/6-311+G(d,p)理论水平上进行的DFT计算（考虑了相应醇的溶剂效应）探索了三步机制，并证明了较高的活化焓（160.6-194.1 kJ·mol-1），只有通过MW辐射才能克服。[bmim][BF4]添加剂的主要作用是增加MW能量的吸收。计算还提出了离子液体中[BF4]阴离子的特定化学作用在另一种机制中的作用。