(2-phenylethyl)phosphonous dichloride | 23415-62-5

• 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-phenylethyl)phosphonous dichloride
• 英文别名: dichloro(phenethyl)phosphane；phenethylphosphonous acid dichloride；2-phenylethylphosphonous dichloride；2-Phenylaethylphosphoniumdichlorid；Dichlor-(2-phenylethyl)-phosphin；2-Phenylethylphosphondichlorid；dichloro(2-phenylethyl)phosphane
• CAS: 23415-62-5
• 化学式: C₈H₉Cl₂P
• 分子量: 207.039
• InChiKey: ILQBZWQLTUAXQU-UHFFFAOYSA-N

物化性质

• 沸点：
  100-102 °C(Press: 3 Torr)
• 密度：
  1.2524 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (2-phenylethyl)phosphonous dichloride 生成 1-oxo-2,3-dihydro-1H-1λ⁵-phosphindol-1-ol
  参考文献：
  名称：

  Organophosphorus compounds. XII. A new synthesis of phosphindolines and phosphindoles

  摘要：

  2-苯基乙基二氯化膦与氯化锌在 在 170℃下，2-苯基乙基二氯化膦与氯化锌反应，然后用浓盐酸水解和氧化。 然后用浓盐酸水解并氧化，得到 72% 的 1-羟基膦吲哚啉 1-氧化物。 1-羟基磷吲哚啉 1-氧化物。将得到的膦酰氯 在-40℃下与乙烯基溴化镁反应，得到 1-乙烯基磷吲哚啉 1-氧化物。 再加入二甲基胺，得到 1-(2'-二甲基氨基乙基)磷吲哚啉 1-氧化物。 1-氧化物。将 1-氯膦吲哚啉 1-氧化物转化为 1-乙基膦吲哚啉和 1-苯基膦吲哚啉。 和 1-苯基磷吲哚啉 1-氧化物的转化过程。将 1-甲氧基-1-氧化磷 磷吲哚啉 1-氧化物与 N-溴代丁二酰亚胺溴化，然后脱氢溴化 得到 1-甲氧基膦吲哚 1-氧化物。1-(2'-二甲基氨基乙基)膦吲哚啉 1-oxide 和相应的硫化膦进行了镇痛活性化验。 活性。

  DOI：

  10.1071/ch9740831
• 作为产物：
  描述：

  乙基溴苯 以45%的产率得到(2-phenylethyl)phosphonous dichloride
  参考文献：
  名称：

  Phosphinolines and phosphindolines

  摘要：

  本发明涉及具有以下式的磷酰胺和磷酰胺化合物，其中n为0或1；X为0或S；R.sup.3为氢或甲基；R.sup.5为氢或甲基，或可与R.sup.13结合形成吗啡啶、哌啶或吡咯啉环；R.sup.7为氢或羟基；R.sup.11和R.sup.12为氢；R.sup.13为甲基，或R.sup.13和R.sup.5可结合形成上述的吗啡啶、哌啶或吡咯啉环。这些化合物是镇痛剂。

  公开号：

  US03931196A1

文献信息

• General and Stereoselective Method for the Synthesis of Sterically Congested and Structurally Diverse <i>P</i>-Stereogenic Secondary Phosphine Oxides
  作者：Zhengxu S. Han、Hao Wu、Yibo Xu、Yongda Zhang、Bo Qu、Zhibin Li、Donald R. Caldwell、Keith R. Fandrick、Li Zhang、Frank Roschangar、Jinhua J. Song、Chris H. Senanayake

  DOI：10.1021/acs.orglett.7b00568

  日期：2017.4.7

  A general and efficient method for the synthesis of bulky and structurally diverse P-stereogenic chiral secondary phosphine oxides (SPOs) by using readily available chiral amino alcohol templates is described. These chiral SPOs could be used as chiral building blocks for the synthesis of difficult-to-access bulky P-stereogenic phosphine compounds or ligands for organic catalysis.

  描述了通过使用容易获得的手性氨基醇模板合成庞大且结构多样的P-立体异构的手性仲膦氧化物（SPO）的通用且有效的方法。这些手性SPO可用作合成难于获得的庞大的P - stereogenic膦化合物或有机催化配体的手性构件。
• Phosphinolines and phosphindolines
  申请人：Monash University

  公开号：US03931196A1

  公开（公告）日：1976-01-06

  This invention is for phosphinoline and phosphindoline compounds having the formula, Wherein n is 0 or 1; X is 0 or S; R.sup.3 is hydrogen or methyl; R.sup.5 is hydrogen or methyl, or may be bound to R.sup.13 to form a morpholino, piperidino or pyrrolidino ring; R.sup.7 is hydrogen or hydroxy; R.sup.11 and R.sup.12 are hydrogen; R.sup.13 is methyl, or R.sup.13 and R.sup.5 may be joined together as above stated to form a morpholino, piperidino, or pyrrolidino ring. The compounds are analgesics.

  本发明涉及具有以下式的磷酰胺和磷酰胺化合物，其中n为0或1；X为0或S；R.sup.3为氢或甲基；R.sup.5为氢或甲基，或可与R.sup.13结合形成吗啡啶、哌啶或吡咯啉环；R.sup.7为氢或羟基；R.sup.11和R.sup.12为氢；R.sup.13为甲基，或R.sup.13和R.sup.5可结合形成上述的吗啡啶、哌啶或吡咯啉环。这些化合物是镇痛剂。
• PHENYLALKYL BACKBONE MODIFIED OLIGODEOXYNUCLEOTIDES, THEIR SYNTHESIS AND THE INFLUENCE OF THE ALKYL CHAIN LENGTH
  作者：Stefan Amberg、Joachim W. Engels

  DOI：10.1081/ncn-100002535

  日期：2001.3.31

  Phenylalkyl modified phosphoramidites (alkyl chain length n = 1, 2, 3, 5; Fig. 1) were synthesised and incorporated into a DNA hexamer (5'-d(GCCp-GCG); p = place of modification). The obtained diastereomeres were separated by RP-HPLC. After hybridisation with the complementary DNA strand T-m-value and thermodynamic data were measured. The stability of duplexes depends on the linker length and the absolute configuration of the backbone modified oligodeoxynucleotides (Rp, Sp).
• US3931196A
  申请人：——

  公开号：US3931196A

  公开（公告）日：1976-01-06
• Synthesis and Properties of Nonpolar DNA (Arylalkyl)phosphonates
  作者：Stefan Amberg、Joachim W. Engels

  DOI：10.1002/1522-2675(200208)85:8<2503::aid-hlca2503>3.0.co;2-i

  日期：2002.8

  The eight (arylalkyl)-modified phosphoramidites (=(arylalkyl)phosphonamidites) 1-8 (Fig. 2) were synthesized (Schemes 1-3) and incorporated at different positions into 2'-deoxyoligonucleotides. The [P(R)]and [P(S)]-diastereoisomers of the hexanucleotides 32-39 (Table 1) and of the dodecanucleotides 41-45 (Table 2) obtained were separated by means of reversed-phase HPLC. UV, CD, and fluorescence spectroscopy were used to investigate the thermal stability (T-m) and the structural changes of their DNA duplexes with 5'-d(CGCGCG)-3' and 5'-d(ATGATTGACCTG)-3', respectively. The T-m values significantly depend on the place of modification (Table 2). A dangling-end effect is observed when the [3-(anthracen-9-yl)propyl]-modified 8 is attached at the 5'-terminus (see duplex with 45c). In the case of the incorporation of aromatic moieties tethered via a methylene linker to the P-atom (benzyl- and (naphthalen-1-ylmethyl)-modified 1 and 6, resp.), the duplexes with the [P(R)]-oligonucleotides are more stable than those with the [P(S)]-isomers, whereas in the case of longer alkyl chains at the P-atom (see 2-5), the T-m values show the reverse tendency. The observed T-m differences are assigned to changes in base stacking (Figs. 6 and 7).