2,5-dihydro-2-methyl-1-phenyl-1H-phosphole oxide | 15450-91-6

• 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: 2,5-dihydro-2-methyl-1-phenyl-1H-phosphole oxide
• 英文别名: 2-methyl-1-phenyl-2,5-dihydro-1H-phosphole oxide；2-methyl-1-phenyl-3-phospholene 1-oxide；2-methyl-1-phenyl-2,5-dihydro-1H-phosphole 1-oxide；2-Methyl-1-phenyl-Δ³-phospholin-1-oxid；2-Methyl-1-phenyl-Δ³-phospholin-1-oxyd；2-Methyl-1-phenyl-2,5-dihydro-1H-1lambda~5~-phosphol-1-one；2-methyl-1-phenyl-2,5-dihydro-1λ5-phosphole 1-oxide
• CAS: 15450-91-6
• 化学式: C₁₁H₁₃OP
• 分子量: 192.197
• InChiKey: GJABPLIQSYWYOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,5-dihydro-2-methyl-1-phenyl-1H-phosphole oxide 在 三氯硅烷 、 三乙胺 作用下， 以 苯 为溶剂， 生成 cis-2-methyl-1-phenyl-2,5-dihydro-1H-phosphole
  参考文献：
  名称：

  Stereoisomerism in some derivatives of the 2-substituted 3-phospholene system

  摘要：

  DOI：

  10.1021/ja00717a028
• 作为产物：
  描述：

  苯基磷杂环戊-3-烯 、 碘甲烷 在 2,2,6,6-四甲基哌啶 、 正丁基锂 作用下， 生成 2,5-dihydro-2-methyl-1-phenyl-1H-phosphole oxide 、 4-methyl-1-phenyl-2-phospholene 1-oxide
  参考文献：
  名称：

  Alkylation and cyclopentannulation of phospholene derivatives

  摘要：

  The deprotonation of 1-phenyl-3-phospholene I-oxide. I-sulfide or I-borane with I or 2 equiv of LDA, followed by quenching, with electrophiles gave a range of 2-mono- or 2.5-disubstituted phospholene derivatives in good yield. Only trans substitution in relation to the P-Ph group was observed. Treatment of lithiated phospholene intermediates with 1,3-dihaloalkanes afforded annulated 2-phenyl-2phosphabicyclo[3.3.0]oct-3-ene derivatives. The annulation reactions occurred with high regio- and stereoselectivity and led to the exclusive formation of the exo-Ph-P substituted products. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.12.004

文献信息

• New 7-phosphanorbornenes derived from 2-methyl-1-phenyl- and 1-cyclohexyl-3- methyl-2,5-dihydro-1H-phosphole 1-oxides
  作者：János Kovács、Nóra Balázsdi Szabó、Zoltán Nagy、Krisztina Ludányi、György Keglevich

  DOI：10.1002/hc.20097

  日期：——

  by the dimerization of 3 and 9, respectively. The trapping reaction was studied in details; on one hand, bromo-2,3-dihydro-1H-phosphole oxides (6-1 and 6-2) were pointed out as the intermediates, on the other hand, the trapping reaction was optimized. Bri- dged P-heterocycles 4, 5, 10, and 11 were tested in the fragmentation-related phosphorylation of methanol. Hydrogenation of phosphanorbornenes 4

  使用 1-phenyl-2-methyl-2,5-dihydro-1H-phospholeoxide (1) 和 1-cyclohexyl-3-methyl-2 合成了新型 7-phosphanorbornene 衍生物，例如 4、5、10 和 11 ,5-二氢-1H-氧化磷(7)为起始原料。产物 4 和 10 是通过用 N-苯基马来酰亚胺捕获相应的氧化磷中间体（分别为 3 和 9）制备的，而 5 和 11 分别通过 3 和 9 的二聚反应得到。详细研究了捕集反应；一方面，溴-2,3-二氢-1H-磷氧化物（6-1和6-2）被指出为中间体，另一方面，优化了捕集反应。桥接的 P-杂环 4、5、10 和 11 在甲醇的碎片相关磷酸化中进行了测试。磷降冰片烯 4 和 5 的氢化导致相应的磷降冰片烷（分别为 12 和 14）和还原型逆环加成。© 2005 Wiley Periodicals, Inc
• THE REACTION OF DICHLOROCARBENE WITH PHOSPHINE DERIVATIVES RELATED ON THE 2-METHYL-1-PHENYL-2,5-DIHYDRO AND 2,3,4,5-TETRAHYDRO-1H-PHOSPHOLE MOIETY
  作者：János Kovács、György Keglevich、Andrea Kerényi、Tímea Imre、Krisztina Ludányi、László Tőke

  DOI：10.1515/hc.2004.10.4-5.283

  日期：2004.1

  The reaction of 2,5-dihydroand 2,3,4,5-tetrahydro-lH-phosphole derivatives including oxide 1, phosphineboranes 4 and 8 and phosphine 3 with dichlorocarbene was studied. It was found that the phosphine-borane moiety is more reactive towards the dichlorocarbene than the double-bond or the phopshine function. Introduction The easily available 3-methyl-2,5-dihydro-lH-phosphole 1-oxides may serve as starting

  研究了包括氧化物 1、膦硼烷 4 和 8 以及膦 3 在内的 2,5-二氢和 2,3,4,5-四氢-1H-磷衍生物与二氯卡宾的反应。发现膦-硼烷部分对二氯卡宾的反应性比双键或膦官能团更具反应性。简介 易于获得的 3-甲基-2,5-二氢-1H-磷杂环 1-氧化物可作为 6 和 7 元 P-杂环的起始材料，以及包括膦-硼烷在内的功能化衍生物。我们希望探索如何2-甲基-1-苯基-2,5-二氢-1H-磷光体1-氧化物可用于扩环和功能化。结果和讨论二氢-1H-磷光体氧化物1的环扩大是由“二氯卡宾”尝试的“ 方法。根据这个，在相转移催化条件下，使由两种非对映异构体的 52-48 混合物组成的底物 1 与通过氢氧化钠水溶液从氯仿生成的二氯卡宾反应。预期的磷杂双环 [3.1.0] 己烷 (2) 仅在低转化率下形成，无论二氯卡宾是否以 80 倍过量使用。由于 1 中双键的非反应性，使用另一种卡宾前体三氯乙酸钠也无法提高效率（方案
• Synthesis of H‐Phosphinates by the UV Light–Mediated Fragmentation‐Related Phosphorylation Using Simple P‐Heterocycles
  作者：Helga Szelke、János Kovács、György Keglevich

  DOI：10.1080/00397910500297404

  日期：2005.11

  Photolysis of aryl-substituted 2,5-dihydrophosphole oxides (5a-e and 8) in the presence of methanol afforded methyl aryl-H-phosphinates (2a-e) in good yields. In the case of 1-ethyl-, cyclohexyl-, or ethoxy-2,5-dihydrophosphole oxides, the reaction was much slower (5f and 5h) or did not take place at all (5g). In such instances, the presence of an additional skeletal methyl group (7) or the use of the more strained 7-phosphanorbornene derivatives (6) promoted the fragmentation-related phosphorylations. Furthermore, the effect of the ring saturation in 8 and the possible extensions to 2-phosphabicyclo[3.1.0]hexanes (10a and 10f), a 1,2-dihydrophosphinine oxide (11), and a 1,2,3,4,5,6-hexahydrophosphinine oxide (12) were also investigated. Model compounds with P-phenyl substituent that are of sufficient ring strain (8, 10a, and 11) could be utilized well.
• METHOD FOR TREATING SURFACES
  申请人：Elizalde Oihana

  公开号：US20100144225A1

  公开（公告）日：2010-06-10

  The invention relates to a method for treating surfaces, characterized in that the surface is treated using (a) at least one hydruphobing agent, (b) at least one cross-linked organic copolymer in particulate form, (c) at least one emulsifier, without the use of acrylate or polyurethane binding agents, and is dried subsequent to the treatment.
• AQUEOUS FORMULATIONS AND THE USE THEREOF FOR COLORING OR COATING SUBSTRATES
  申请人：Tuerk Holger

  公开号：US20100174018A1

  公开（公告）日：2010-07-08

  Aqueous formulations comprise (A) at least one pigment, (B) at least one carbodiimide, (C) at least one random polyurethane, and (D) optionally at least one polyacrylate comprising no interpolymerized comonomers capable of detaching one equivalent of formaldehyde per mole on exposure to temperatures in the range from 100 to 250° C.