bis(4-methylphenyl) chlorothiophophate | 55526-69-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bis(4-methylphenyl) chlorothiophophate
• 英文别名: bis(4-methylphenyl)chlorothiophosphate；chlorothiophosphoric acid O,O'-di-p-tolyl ester；Chlorothiophosphorsaeure-O,O'-di-p-tolylester；Thiophosphorsaeure-O.O-di-p-tolylester-chlorid；Monothiophosphorsaeure-O.O-di-p-tolylester-chlorid；Thiophosphorsaeure-O.O-di-p-tolylesterchlorid；Chloro-bis(4-methylphenoxy)-sulfanylidene-lambda5-phosphane；chloro-bis(4-methylphenoxy)-sulfanylidene-λ5-phosphane
• CAS: 55526-69-7
• 化学式: C₁₄H₁₄ClO₂PS
• 分子量: 312.757
• InChiKey: QOKSOILLXZJPES-UHFFFAOYSA-N

物化性质

• 熔点：
  54-55 °C(Solv: ethanol (64-17-5))
• 沸点：
  136-138 °C(Press: 12 Torr)
• 密度：
  1.415 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  bis(4-methylphenyl) chlorothiophophate 在 肼 作用下， 以 乙醇 、 氯仿 为溶剂， 生成
  参考文献：
  名称：

  Cao, Ling-Hua; Zhou, Chuan-Jian; Gao, Hong-Yun, Journal of the Chinese Chemical Society, 2001, vol. 48, # 2, p. 207 - 210

  摘要：

  DOI：
• 作为产物：
  描述：

  Hydroxy-bis(4-methylphenoxy)-sulfanylidene-lambda5-phosphane 在 三氯氧磷 作用下， 反应 1.0h， 生成 bis(4-methylphenyl) chlorothiophophate
  参考文献：
  名称：

  Design and synthesis of novel active phosphonate esters and their application in preparation of ceftriaxone

  摘要：

  对一系列活性膦酸酯而言，缩写为ANPTA（6a）的酐在头孢曲松的制备中表现出最高的反应性。头孢曲松的合成经过优化，试验规模的产率达到了95.7%。这些结果从结构观点进行了解释，并得到了计算的穆林原子电荷分布的支持。

  DOI：

  10.1515/hc-2014-0048

文献信息

• Asymmetric Addition of Diethylzinc to Diphenylphosphinoyl-Imines Catalyzed by Copper(II) Trifluoromethanesulfonate-Chiral (2′-Ethylamino-[1,1′]binaphthalenyl-2-yl)-thiophosphoramidic AcidO,O′-Diaryl Ester Ligands
  作者：Min Shi、Zhi-Yu Lei、Qin Xu

  DOI：10.1002/adsc.200606128

  日期：2006.10

  The chiral binaphthylthiophosphoramide L1 prepared from the reaction of O,O-diphenyl chlorothiophosphate with (R)-(+)-N-ethyl-1,1′-binaphthyl-2,2′-diamine was used as a catalytic chiral ligand in the copper(II) trifluoromethanesulfonate-promoted asymmetric addition of diethylzinc to diphenylphosphinoyl-imines to give the corresponding adducts in 90–98 % ee and good yields under mild conditions.

  手性binaphthylthiophosphoramide L1从反应制备O，O-二苯基磷酰氯与（[R ）- （+） - ñ -乙基- 1,1'-联萘-2,2'-二胺用作催化手性配体由三氟甲磺酸铜（II）促进的二乙基膦酸向二苯基膦酰基亚胺的不对称加成反应，得到相应的加合物，收率90-98％ee，在温和条件下收率良好。
• The Synthesis and Evalution of Novel Aryl-Substituted Dithioimidophosphonates as an Extrantant for Metals
  作者：Ruiren Tang、Cancheng Gou

  DOI：10.1080/104265090968064

  日期：2005.12

  A novel series of O, O′, O″, O”′-tetraaryldithioimidophonates [(ArO) 2 PS] 2 NH 4 were synthesized by the reaction of O, O,-diaryl phosphorochlorothionates 2 and diarylphosphonothioic amide under a strong basic condition. The key intermediates 2a ∼ 2g were prepared from thiophosphyl chloride and substituted phenols under phase transfer catalysis conditions for the first time. These teteraaryl dithioimidophonates

  通过O,O,-二芳基氯硫代磷酸酯2和二芳基硫代膦酰胺在强碱性条件下反应合成了一系列新型O,O',O",O"'-四芳基二硫代亚氨基膦酸酯[(ArO)2PS]2NH4。以硫代磷酰氯和取代酚为原料，在相转移催化条件下首次制备了关键中间体2a~2g。这些四芳基二硫代亚氨基膦酸酯对来自硫酸盐溶液的 Zn 2 + 比 Fe 3 + 显示出高选择性。还讨论了取代基对标题化合物的 31 P NMR 的影响。
• Dual Substituent Effects on Pyridinolysis of Bis(aryl) Chlorothiophosphates in Acetonitrile
  作者：Hasi Rani Barai、Hai Whang Lee

  DOI：10.5012/bkcs.2014.35.6.1754

  日期：2014.6.20

  The nucleophilic substitution reactions of bis(Y-aryl) chlorothiophosphates (1) with X-pyridines are investigated kinetically in acetonitrile at $35.0^\circ}C$. The free energy relationships with both X and Y are biphasic concave upwards with a break point at X = 3-Ph and Y = H, respectively. The sign of cross-interaction constants (CICs; $\rho}_XY}$) is positive with all X and Y. Proposed mechanism is a stepwise process with a rate-limiting leaving group departure from the intermediate with all X and Y. The kinetic results of 1 are compared with those of Y-aryl phenyl chlorothiophosphates (2). In the case of Y = electron-withdrawing groups, the cross-interaction between Y and Y, due to additional substituent Y, is significant enough to change the sign of $\rho}_XY}$ from negative with 2 to positive with 1, indicative of the change of mechanism from a rate-limiting bond formation to bond breaking.

  研究了双(Y-芳基)氯硫代磷酸酯 (1) 与 X-吡啶在乙腈中于 $35.0^\circ}C$ 发生的亲核取代反应的动力学过程。自由能与 X 和 Y 的关系是双相凹陷向上的，断点分别在 X = 3-Ph 和 Y = H 处。交叉作用常数（CICs；$\rho}_XY}$）的符号在所有 X 和 Y 条件下都是正的。在 Y = 失电子基团的情况下，由于额外的取代基 Y，Y 和 Y 之间的交叉作用非常显著，足以改变 $\rho}_XY}$ 的符号，从 2 的负数变为 1 的正数，表明机理从限速成键变为断键。
• Dual Substituent Effects on Anilinolysis of Bis(aryl) Chlorothiophosphates
  作者：Hasi Rani Barai、Hai Whang Lee

  DOI：10.5012/bkcs.2013.34.12.3597

  日期：2013.12.20

  )are positive for both electron-donating and electron-withdrawing Y substituents. The kinetic results of 1 arecompared with those of Y-aryl phenyl chlorothiophosphates (2). The cross-interaction between Y and Y, dueto additional substituent Y, is significant enough to result in the change of the sign of ρ

  ) 对给电子和吸电子的 Y 取代基都是正的。1的动力学结果与Y-芳基苯基氯硫代磷酸酯(2)的动力学结果进行了比较。Y 和 Y 之间的交叉相互作用，由于附加的取代基 Y，足以导致 ρ 符号的变化
• Flame retardant, additive compositions, and flame retardant polyurethanes
  申请人：Hussain Saadat

  公开号：US20050113495A1

  公开（公告）日：2005-05-26

  Provided are new flame retardants and liquid flame retardant additive compositions of low viscosity for use in flexible polyurethane foams. The new flame retardants are the reaction product of at least one brominated aromatic diester diol with at least one alcohol-reactive agent. Preferred liquid flame retardant additive compositions are capable of minimizing visible scorching of the foam during its production. Flexible flame retardant polyurethane foams and methods for their production are also provided. The flame retardant additive compositions are formed at least from a) at least one reaction product of a brominated aromatic diester diol and an alcohol-reactive agent; b) at least one hindered amine antioxidant; and c) at least one phenolic antioxidant in which the phenolic ring is substituted by an alkanoic acid alkyl ester group in which alkanoic acid moiety has in the range of 2 to about 4 carbon atoms and the alkyl group has in the range of about 6 to about 16 carbon atoms.

  本文提供了用于软质聚氨酯泡沫的新型阻燃剂和低粘度液体阻燃添加剂组合物。新型阻燃剂是至少一种溴化芳香族二酯二醇与至少一种醇反应剂的反应产物。优选的液态阻燃添加剂组合物能够在泡沫生产过程中最大限度地减少可见的焦烧现象。此外，还提供了柔性阻燃聚氨酯泡沫及其生产方法。阻燃添加剂组合物至少由以下物质形成：a) 至少一种溴化芳香族二酯二元醇与醇反应剂的反应产物；b) 至少一种受阻胺抗氧化剂；c) 至少一种酚类抗氧化剂，其中酚环被烷酸烷基酯基团取代，烷酸分子的碳原子数在 2 至约 4 之间，烷基的碳原子数在约 6 至约 16 之间。