sodium O,O-diethyl phosphorodithioate | 3338-24-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机二硫代磷酸及其衍生物
• 英文名称: sodium O,O-diethyl phosphorodithioate
• 英文别名: sodium diethyl dithiophosphate；sodium O,O-diethyl dithiophosphate；sodium;diethoxy-sulfanylidene-sulfido-λ5-phosphane
• CAS: 3338-24-7
• 化学式: C₄H₁₀NaO₂PS₂
• 分子量: 208.218
• InChiKey: ZKDDJTYSFCWVGS-UHFFFAOYSA-M

物化性质

• 熔点：
  193-194 °C
• 密度：
  1.407[at 20℃]
• LogP：
  -0.42 at 22℃
• 物理描述：
  Liquid

计算性质

• 辛醇/水分配系数(LogP)：
  -1.17
• 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：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

ADMET

毒理性

• 生态毒性值

LD50 鲑鱼 400-410 ppm/96小时

LD50 RAINBOW TROUT 400-410 PPM/96 HR

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• TSCA 测试提交

二硫代磷酸酸，O,O-二乙酯（PDADE）的诱变性在鼠伤寒沙门氏菌测试株TA98、TA100、TA1535、TA1537和TA1538（ Ames试验）中进行了评估，无论是否存在Aroclor诱导的大鼠肝脏S9代谢活化。基于初步毒性测定，使用平板掺入技术测试了用水稀释的PDADE，浓度高达1000ug/平板。PDADE在任何测试株中都没有引起阳性反应，无论是否进行代谢活化。

The mutagenicity of phosphorodithioic acid, O,O-diethyl ester (PDADE) was evaluated in Salmonella tester strains TA98, TA100, TA1535, TA1537 and TA1538 (Ames Test), both in the presence and absence of Aroclor-induced rat liver S9 metabolic activation. Based on preliminary toxicity determinations, PDADE, diluted in water, was tested at concentrations up to 1000ug/plate using the plate incorporation technique. PDADE did not cause a positive response in any of the tester strains, either with and without metabolic activation.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  sodium O,O-diethyl phosphorodithioate 在 苯乙烯 、 tetraphosphorus trisulfide 作用下， 生成 dithiophosphoric acid O,O'-diethyl ester-S-(1-phenyl-ethyl ester)
  参考文献：
  名称：

  Chemistry of the Aliphatic Esters of Phosphorothioic Acids.¹ III. Alkoxide Cleavage of O,O,S-Trialkyl Phosphorodithioates²

  摘要：

  DOI：

  10.1021/ja01632a011
• 作为产物：
  描述：

  二硫代磷酸二乙酯 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 5.33h， 生成 sodium O,O-diethyl phosphorodithioate
  参考文献：
  名称：

  Method for preparing O,O-dialkyl S-[2-(alkylthio)alkyl] phosphorodithioates

  摘要：

  该发明涉及一种制备O,O-二烷基S-[2-(烷基硫)烷基]磷二硫酸酯的方法，通过将-O,O-二烷基二硫代磷酸与碱在实质上无机溶剂的情况下处理，以获得O,O-二烷基二硫代磷酸盐，然后将其与硫醇衍生物处理以形成O,O-二烷基S-[2-(烷基硫)烷基]磷二硫酸酯。

  公开号：

  US20040176629A1
• 作为试剂：
  描述：

  2,4-二氯苯硫酚 在 盐酸 、 sodium O,O-diethyl phosphorodithioate 作用下， 生成 dithiophosphoric acid O,O'-diethyl ester-S-[(2,4-dichloro-phenylsulfanyl)-methyl ester]
  参考文献：
  名称：

  DE957213

  摘要：

  公开号：

文献信息

• Preparation and characterisation of dithiophosphinato-complexes of yttrium and the lanthanoids
  作者：A. Alan Pinkerton、Yisay Meseri、Charly Rieder

  DOI：10.1039/dt9780000085

  日期：——

  Hydrated lanthanoid(III) chlorides react with salts of dithiophosphinic acids in hot ethanolic solution to form the corresponding neutral tris or anionic tetrakis complexes, [Ln(S2PR2)3](R = C6H11) and [Ln(S2PR2)4]–(R = Me, OEt, or C6H11) respectively. The product of the reaction is sterically controlled. Displacement reactions with PPh3O to give mixed complexes are described. The characterisation, structures

  水合镧系元素（III）的氯化物与二硫代次膦酸盐在热乙醇溶液中反应，形成相应的中性三或阴离子四环配合物[Ln（S 2 PR 2）3 ]（R = C 6 H 11）和[Ln（S 2 PR 2）4 ] –（R = Me，OEt或C 6 H 11）。反应产物在空间上受到控制。PPh 3的置换反应描述了给出混合配合物的O。讨论了所有分离的配合物的表征，结构和光谱性质。将镧系元素-硫键与过渡金属-硫键进行比较
• Dithiophosphinate complexes of the lanthanides. Preparation of the complexes [Ln{S2PR2}4][AsPh4], R = OMe, OPri. Determination of the crystal structurals for Ln = Ce, Er (R = OMe) and Ln = Nd, Ho (R = OPri)
  作者：Stavros Spiliadis、A.Alan Pinkerton、Dieter Schwarzenbach

  DOI：10.1016/s0020-1693(00)91197-6

  日期：1983.1

  solvent being easily removed in vacuo. The crystal structures of the complexes [LnS2PR2}4] [AsPh4] have been determined from diffractometer data for Ln = Ce and Er, R = OMe; and Ln = Nd and Ho, r = OPri. [CeS2P(OMe)2}4] [AsPh4]: monoclinic, space group Cc with a = 14.762(3), b = 16.780(4), c = 19.890(3) A and β = 101.09(1)°, R = 0.041. [ErS2P(OMe)2}4] [AsPh4]: isomorphous to the above with a = 14.626(3)

  摘要镧系元素离子与二硫代磷酸R2PS2H（R = OMe，OPri）的盐在相应的醇中反应形成四价阴离子络合物，可以将其分离为四苯基ar盐。对于R = OPri，重离子的配合物结晶为溶剂化物，溶剂很容易在真空中除去。配合物[Ln S2PR2} 4] [AsPh4]的晶体结构已经由衍射仪数据确定，其中Ln = Ce和Er，R = OMe；并且Ln = Nd和Ho，r = OPri。[Ce S2P（OMe）2} 4]：[AsPh4]：单斜空间群Cc，a = 14.762（3），b = 16.780（4），c = 19.890（3）A，β= 101.09（1）° ，R ＝ 0.041。[Er S2P（OMe）2} 4]：[AsPh4]：与上述同构，a = 14.626（3），b = 16.760（2），c = 19.718（1）A，β= 100.89（1）°， R ＝ 0.056。[Nd S2P（OPri）2}
• Reactions of the dirhodium cation Rh2 4+, with triphenylphosphine and alkali metal carboxylates, dithiocarbamates and other anions
  作者：R. W. Mitchell、J. D. Ruddick、G. Wilkinson

  DOI：10.1039/j19710003224

  日期：——

  oxygen, carbon monoxide and aldehydes. In benzene solution the RhI carboxylates catalyse the homogeneous hydrogenation of alkenes and alkynes; the rates are compared with those using chlorotris(triphenylphosphine)rhodium(I). The interaction of Rh24+ with triphenylphosphine in presence of sodium diethyldithiocarbamate, mercaptobenzthiazole, pyridine-2-thiol, toluene-3-thiol, diphenylphosphorodithioic

  化学计量比为Rh（OCOR）（PPh 3）3（其中R =烷基，芳基或取代的烷基）的铑（I）羧酸盐是通过dirhodium（II）阳离子Rh 2 4+与化学计量的三苯基膦和过量的适当羧酸的锂盐。描述了这些羧酸盐的化学性质，包括与氢，氧，一氧化碳和醛的反应。在苯溶液中，Rh I羧酸盐催化烯烃和炔烃的均相加氢；将该速率与使用氯三（三苯基膦）铑（I）的速率进行比较。Rh的相互作用在二乙基二硫代氨基甲酸钠，巯基苯并噻唑，吡啶-2-硫醇，甲苯-3-硫醇，二苯基磷酸二硫代酸，二乙氧基磷二硫代酸和硫氰酸锂的存在下用三苯基膦进行了2 4+的研究，并且还研究了氯三（三苯基膦）铑（ I）的相互作用用氯化锡（ II）。
• Synthesis and Electrochemical Properties of Tetranuclear Di-μ-oxo-bis[di-μ-phenolatodiiron(III)] Complexes
  作者：Yuji Miyazato、Masaaki Ohba、Hiroshi Sakiyama、Hisashi Ōkawa

  DOI：10.1246/bcsj.80.1534

  日期：2007.8.15

  A series of tetrairon(III) complexes of di-μ-oxo-bis[di-μ-phenolatodiiron(III)] core, [Fe2(L)(L′)}2(μ-O)2](PF6)2 (1–11), where L2− is the phenol-based macrocyclic compartmental ligand and (L′)− is acetate, monochloroacetate, dichloroacetate, trifluoroacetate, pentafluoropropionate, benzoate, p-nitrobenzoate, pentafluorobenzoate, diethyl phosphate, diphenyl phosphate, or diethyldithiophosphate for 1–11, respectively, were synthesized. X-ray crystallographic studies for 4, 7, and 9 indicated that two Fe2(L)(L′)} units were connected by two oxo bridges to afford a tetranuclear di-μ-oxo-bis[di-μ-phenolatodiiron(III)] core. Cyclic voltammograms of 1–11 in acetonitrile showed a quasi-reversible or irreversible reduction wave between −332 and −620 mV (vs. Ag/Ag+), which were attributed to a two-electron process involving the Fe4III,III,III,III/Fe4II,II,III,III. The Fe4III,III,III,III/Fe4II,II,III,III potential shifted positive with a decrease in the electron-donating ability of the end-cap ligand, and a good linear correlation was found between the potentials and the pKa values of HL′. The Fe4II,II,III,III species were generated in acetonitrile by electrochemical reduction and showed broad intervalence transition bands in the range of 900–1500 nm.

  一系列四铁(III)复合物，具有二-μ-氧-双[二-μ-酚酸亚铁(III)]核心，[Fe2(L)(L′)}2(μ-O)2](PF6)2 (1–11)，其中L2−为基于酚的宏环分隔配体，(L′)−分别为醋酸、单氯醋酸、二氯醋酸、三氟乙酸、五氟丙酸、苯酸、对硝基苯酸、五氟苯酸、二乙基磷酸酯、二苯磷酸酯或二乙基二硫酸盐。对于4、7和9的X射线晶体学研究表明，两个Fe2(L)(L′)}单元通过两个氧桥相连，从而形成四核二-μ-氧-双[二-μ-酚酸亚铁(III)]核心。在乙腈中，1–11的循环伏安图显示在−332到−620 mV（相对于Ag/Ag+）之间存在一个准可逆或不可逆的还原波，这归因于涉及Fe4III,III,III,III/Fe4II,II,III,III的两个电子过程。随着末端配体电子给予能力的减小，Fe4III,III,III,III/Fe4II,II,III,III的电位向正方向偏移，同时发现电位与HL′的pKa值之间存在良好的线性相关。在乙腈中通过电化学还原生成Fe4II,II,III,III物种，并在900-1500 nm范围内显示出宽泛的间接转移带。
• Metal complexes of sulphur ligands. Part 15. Reaction of bis[(η-arene)dichlororuthenium] and bis[dichloro(η-pentamethylcyclopentadienyl)metal] complexes of rhodium and iridium with various dithioacid ligands
  作者：Donald R. Robertson、T. Anthony Stephenson

  DOI：10.1039/dt9780000486

  日期：——

  Reaction of the complexes [Ru(η-arene)Cl2}2](1)(arene = C6H6 or C6H3Me3) and [M(η-C5Me5)Cl2}2](2)(M = Rh or Ir) with excess of various dithioacid anions gives monomeric [Ru(η-arene)(S–S)2](3; S–S–=[S2PR2]–) and [M(η-C5Me5)(S–S)2](4: M = Rh, S–S–=[S2PR2]–, [S2CNR2]–, or [S2COR]–; M = Ir, S–S–=[S2CNMe2]– or [S2PMe2]–) respectively. Analytical data together with i.r. and 1H, 13C, and 31P n.m.r. studies

  配合物的反应[茹（η-芳烃）氯2 } 2 ]（1）（芳烃= C 6 H ^ 6或C 6 H ^ 3我3）和[M（η-C 5我5）氯2 } 2 ]（2）（M = Rh或Ir）与过量的各种二硫代酸根阴离子会生成单体[Ru（η-亚芳基）（S–S）2 ]（3; S–S – = [S 2 PR 2 ] –）和[M（η-C 5我5）（S-S）2 ]（4：M = RH，S-S - = [S 2 PR 2 ] -，[S 2 CNR 2 ] –或[S 2 COR] –；M = Ir，SS – = [S 2 CNMe 2 ] –或[S 2 PMe 2 ] –）。分析数据以及ir和1 H，13 C和31 P nmr研究表明，这些配合物在固态和溶液中均包含双齿和单齿二硫代酸基团。对于[M（η-C 5我5）（S 2 CNME 2）2 ]（M =铑或铱）和铑[Rh（η-C5 Me 5）（S 2 COEt） 2 ]