2-hydroxy-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane | 45734-11-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫代磷酸及其衍生物
• 英文名称: 2-hydroxy-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane
• 英文别名: 2-hydroxy-5,5-dimethyl-2-sulfanylidene-1,3,2λ5-dioxaphosphinane
• CAS: 45734-11-0
• 化学式: C₅H₁₁O₃PS
• 分子量: 182.18
• InChiKey: HFSPLJBNBHRTKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  70.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-hydroxy-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane 在 溴 、 potassium hydrogencarbonate 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到Bis<5,5-dimethyl-2-oxo-P(V)-1,3,2-dioxaphosphorinan-2-yl> disulphide
  参考文献：
  名称：

  A Simple Procedure for the Oxidation of Thiols to Disulphides by Means of Bromine/Aqueous Potassium Hydrogen Carbonate in a Two-Phase System

  摘要：

  DOI：

  10.1055/s-1980-28912
• 作为产物：
  描述：

  2-methoxy-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-sulfide 在 三甲胺 作用下， 生成 2-hydroxy-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane
  参考文献：
  名称：

  Thiono-thiolo rearrangement and solvolysis of the secondary alkyl phosphorothionates. 3

  摘要：

  DOI：

  10.1021/jo00321a018

文献信息

• Reductive cleavage of the halogen-phosphorus and sulfur-phosphorus bonds with alkali metals
  作者：Marek Stankiewicz、Jacek Nycz、Janusz Rachon

  DOI：10.1002/hc.10040

  日期：——

  The reduction of thiophosphorus acid chlorides with alkali metals (Na, K) in liq. NH3/THF solution, potassium anthracenide, and potassium naphthalenide was investigated. It was found that these types of phosphorus compounds easily undergo reduction to >PS− anions. It was also demonstrated that >PO− and >PS− anions as well very efficiently undergo sulfurization with elementary sulfur in liquid ammonia

  在液体中用碱金属 (Na, K) 还原硫代磷酰氯。研究了 NH3/THF 溶液、蒽化钾和萘化钾。发现这些类型的磷化合物很容易还原为>PS-阴离子。还证明 >PO- 和 >PS- 阴离子也非常有效地与液氨中的元素硫进行硫化，分别产生 >P(O)S- 和 >P(S)S- 阴离子。© 2002 Wiley Periodicals, Inc. 杂原子化学 13:330–339, 2002; 在线发表于 Wiley Interscience (www.interscience.wiley.com)。DOI 10.1002/hc.10040
• Cyclic organophosphorus compounds. Part VI. The hydrolysis of some 1,3,2-dioxaphospholans and 1,3,2-dioxaphosphorinans in aqueous alkali–dioxan solution
  作者：R. S. Edmundson、A. J. Lambie

  DOI：10.1039/j29670000577

  日期：——

  of the hydrogen atoms at positions 4 and 5 in the 2-thiono-1,3,2-dioxaphospholan ring system by methyl groups stabilises the ring by a constant factor of two (approximately) for solutions of the compounds in aqueous sodium hydroxide–dioxan. This effect is thought to be due to electronic rather than steric interactions, and is very much weaker than that produced by exocyclic groups attached to phosphorus

  对于化合物在氢氧化钠水溶液中的溶液，逐步地用甲基取代2-硫代-1,3,2-二氧杂膦酰基环系统中位置4和5的氢原子，使该环稳定在一个恒定的2倍左右的常数下。 –二恶英。认为该作用是由于电子相互作用而不是空间相互作用，并且比与磷连接的环外基团产生的作用弱得多。在所采用的条件下，2-氧代-2-苯氧基-和2-乙氧基-4,4,5,5-四甲基-2-硫醇-1,3,2-二氧杂膦酰基酯主要产生开环产物。
• Synthesis and Spectroscopic Characterization of Selected Phenothiazines and Phenazines Rationalized Based on DFT Calculation
  作者：Daniel Swoboda、Jacek E. Nycz、Nataliya Karaush-Karmazin、Boris Minaev、Maria Książek、Joachim Kusz、Radosław Podsiadły

  DOI：10.3390/molecules27217519

  日期：——

  characteristics of 10H-phenothiazine derivatives, the high-quality crystals of (4a,12a-dihydro-12H-benzo[5,6][1,4]thiazino[2,3-b]quinoxalin-12-yl)(phenyl)methanone (1) and selected phenazines 5,12-diisopropyl-3,10-dimethyldipyrido[3,2-a:3′,2′-h]phenazine (5) and 5-isopropyl-N,N,3-trimethylpyrido[3,2-a]phenazin-10-amine (6a) were obtained. The structures of molecules 1, 2a, 2-mercapto-5,5-dimethyl-1,3,2-dioxaphosphinane

  从 10 H-吩噻嗪的磷酸化反应中分离出两个独特的结构。5,5-二甲基-2-(10 H-吩噻嗪-10-基)-1,3,2-二氧杂膦烷 2-氧化物 ( 2a ) 说明了吩噻嗪的N-磷酸化产物。此外，2a不稳定性的潜在产物硫代磷酸2b已成功分离并进行了结构表征。分子2a与亚砜衍生物3类似，由于存在 d-pπ 键而具有有趣的磷光特性。X 射线、NMR 和 DFT 计算研究表明化合物2a表现出端基异构效应。此外，还详细阐述了所选对称和不对称吡啶包埋吩嗪的合成。为了比较磷和硫原子对 10 H-吩噻嗪衍生物结构特征的影响，(4a,12a-dihydro-12 H - benzo[5,6][1,4]thiazino[2]的高质量晶体,3- b ]quinoxalin-12-yl)(phenyl)methanone ( 1 ) and selected phenazines 5,12-diisopropyl-3
• TETRABUTYLAMMONIUM PEROXYDISULFATE IN ORGANIC SYNTHESIS. XII.[1] A CONVENIENT AND PRACTICAL PROCEDURE FOR THE SELECTIVE OXIDATION OF THIOLS TO DISULFIDES WITH TETRABUTYLAMMONIUM PEROXYDISULFATE UNDER SOLVENT-FREE CONDITIONS
  作者：Fen-Er Chen、Yun-Wen Lu、Yan-Ping He、You-Fu Luo、Ming-Guo Yan

  DOI：10.1081/scc-120014782

  日期：2002.1

  An efficient method for the oxidative coupling of thiols to their corresponding disulfide by (n-Bu4N2)S2O8 in high yields under solvent-free conditions is described. The reaction was applicable to a variety of thiols with high chemoselectivity.
• O,O-dialkylphosphoro-thioic and -dithioic acids as functionalising reagents of monosaccharides: synthesis of 6-(dialkoxyphosphinylthio)-α-D-glucofuranoses, and a new route to 5,6-episulphides
  作者：Wieslawa Kudelska、Maria Michalska

  DOI：10.1016/s0008-6215(00)85362-8

  日期：1980.8