1,2-bisbenzene | 174474-23-8

• 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: 1,2-bisbenzene
• 英文别名: 1,2-bis(bis(hydroxymethyl)phosphino)benzene；1,2-bis[bis(hydroxymethyl)phosphino]benzene；1,2-bis(dihydroxymethylphosphino)benzene；bis(bis(hydroxymethyl)phosphino)benzene；TMBz；1,2-bis(bis(hydroxymethyl)phosphino)-benzene；Methanol, (1,2-phenylenediphosphinidyne)tetrakis-；[[2-[bis(hydroxymethyl)phosphanyl]phenyl]-(hydroxymethyl)phosphanyl]methanol
• CAS: 174474-23-8
• 化学式: C₁₀H₁₆O₄P₂
• 分子量: 262.182
• InChiKey: RYLABCRDVDFBRX-UHFFFAOYSA-N

物化性质

• 沸点：
  477.9±45.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-bisbenzene 在 [Re(O)2(NC₆H₅)4]Cl 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  Chemistry in Environmentally Benign Media. 3.¹ Synthesis and Characterization of Rhenium(V) Complexes Derived from Novel Water-Soluble (Hydroxymethyl)phosphines. Crystal Structures of [Re(O)₂{(HOH₂C)₂PC₆H₄P(CH₂OH)₂}₂]I and [Re(O)₂{(HOH₂C)₂PCH₂CH₂P(CH₂OH)₂}₂]Cl

  摘要：

  Water-soluble monophosphine P(CH2OH)(3) (1) and bisphosphines (HOH2C)(2)PC6H4P(CH2OH)(2) (2) and (HOH2C)(2)PCH2CH2P(CH2OH)(2) (3) were synthesized in near quantitative yields by the catalytic formylation of appropriate P-H bonded compounds in the presence of formaldehyde in aqueous media. The reactions of these mono- and bisphosphines 1-3 with ReO2I(PPh(3))(2), in biphasic media (aqueous/organic), or [ReO2(NC6H5)(4)]Cl, in aqueous media, produced the water-soluble Re(V) complexes [ReO2{P(CH2OH)(3)}4](+) (4), [ReO2{(HOH2C)(2)PC6H4P(CH2OH)(2)}(2)](+) (5), and [ReO2{(HOH2C)(2)PCH2P(CH2OH)(2)}(2)](+) (6) in near quantitative yields. The X-ray structures of 5 and 6, reported in this paper, confirmed the dioxorhenium(V) structures of these new generation of water-soluble transition metal complexes. All the compounds were characterized by IR, H-1, and P-31 NMR spectroscopy. X-ray data for 5: monoclinic, C2/c, a = 23.906(5) Angstrom, b = 7.049(1) Angstrom, c = 17.024(4) Angstrom, beta = 105.93(1)degrees, Z = 4, R = 0.019 (R(W) = 0.027). For 6: triclinic, , a = 6.493(1) Angstrom, b = 9.488(2) Angstrom, c = 10.577(2) Angstrom, alpha = 104.4(1)degrees, beta = 96.4(1)degrees, gamma = 109.5(1)degrees, Z = 1, R = 0.045 (R(W) = 0.060).

  DOI：

  10.1021/ic9510167
• 作为产物：
  描述：

  聚合甲醛 、 1,2-二(膦酰基)苯 在 potassium tetrachloroplatinate 作用下， 以 水 为溶剂， 反应 0.33h， 生成 1,2-bisbenzene
  参考文献：
  名称：

  Reddy, V. Sreenivasa; Katti, Kattesh V.; Barnes, Charles L., Journal of the Chemical Society, Dalton Transactions, 1996, # 7, p. 1301 - 1304

  摘要：

  DOI：

文献信息

• Developing iron nitrosyl complexes as NO donor prodrugs
  作者：Sandra A. T. Dillinger、Helmut W. Schmalle、Thomas Fox、Heinz Berke

  DOI：10.1039/b702461d

  日期：——

  prodrugs. To elaborate these NO prodrugs various water-soluble ligands were used such as P(CH2OH)3, 1,3,5-triaza-7-phosphatricyclo[3.3.1.1]decane (PTA), 1,2-bis[bis(hydroxymethyl)phosphino]ethane (HMPE), 1,2-bis[bis(hydroxymethyl)phosphino]benzene (TMBz), cysteamine, cysteamine hydrochloride, L-cysteine ethyl ester hydrochloride (LCEE) and pyrimidine-2-thiol (pyrim). The mononuclear complexes Fe(NO)2P(CH2OH)3Cl

  已开发出一类新型的水溶性亚硝基铁络合物用作NO供体 前药。详细说明这些前药 各种水溶性 配体使用例如P（CH 2 OH）3，1,3,5-三氮杂-7-磷杂三环[3.3.1.1]癸烷（PTA），1,2-双[双（羟甲基）膦基]乙烷 （HMPE）， 1,2-双[双（羟甲基）膦基]苯 （TMBz）， 半胱胺， 盐酸半胱胺， L-半胱氨酸乙酯盐酸盐 （LCEE）和 嘧啶-2-硫醇（pyrim）。单核络合物Fe（NO）2 P（CH 2 OH）3 Cl 1，Fe（NO）2（P（CH 2 OH）3）2 2，Fe（NO）2（PTA）2 3，Fe（NO）2 HMPE 4，Fe（NO）2 TMBz 5，[Fe（NO）2 pyrimI] 10，[Fe（NO）3 P（CH 2 OH）3 ] [X]（X = PF 6，SbF 6，BF 4）11-13和双核物质[Fe（NO）2 S（CH 2）2 NH 3 Cl] 2 6a，[Fe（NO）2
• Development of Novel Water-Soluble, Organometallic Compounds for Potential Use in Nuclear Medicine:  Synthesis, Characterization, and ¹H and ³¹P NMR Investigations of the Complexes <i>fac</i>-[ReBr(CO)₃L] (L = Bis(bis(hydroxymethyl)phosphino)ethane, Bis(bis(hydroxymethyl)phosphino)benzene)
  作者：Roger Schibli、Kattesh V. Katti、Wynn A. Volkert、Charles L. Barnes

  DOI：10.1021/ic001284r

  日期：2001.5.1

  The bidentate, water-soluble phosphine ligands, bis(bis(hydroxymethyl)phosphino)benzene (HMPB, 1) and bis(bis(hydroxymethyl)phosphino)ethane (HMPE, 2) were reacted with the organometallic precursor fac-[ReBr(3)(CO)(3)](2-), 3, to produce the complexes fac-[Re(OH(2))(CO)(3)L](+) and fac-[ReBr(CO)(3)L] (L = HMPE, HMPB), respectively, in good yields. The rhenium complexes fac-[ReBr(CO)(3)HMPB], 5, and

  将双齿水溶性膦配体双（双（羟甲基）膦基）苯（HMPB，1）和双（双（羟甲基）膦基）乙烷（HMPE，2）与有机金属前体fac- [ReBr（3） ）（CO）（3）]（2-），3，产生配合物fac- [Re（OH（2））（CO）（3）L]（+）和fac- [ReBr（CO）（3） ）L]（L = HMPE，HMPB），分别以良好的收率。（配合物fac- [ReBr（CO）（3）HMPB] 5和fac- [ReBr（CO）（3）HMPE] 8用（1）H和（31）P NMR光谱表征。通过单晶X射线光谱证实了fac- [ReBr（CO）（3）HMPB]的结构。使用时间依赖性（31）P NMR技术监测HMPE / HMPB与PB前体3在水溶液中的取代反应。
• Katti, Kattesh V.; Reddy, V. Sreenivasa; Singh, Prahlad R., Phosphorus, Sulfur and Silicon and the Related Elements, 1996, vol. 111, p. 56
  作者：Katti, Kattesh V.、Reddy, V. Sreenivasa、Singh, Prahlad R.、Berning, Douglas E.、Smith, Charles J.、et al.

  DOI：——

  日期：——
• Berning, Douglas E.; Katti, Kattesh V.; Barnes, Charles L., Inorganic Chemistry, 1997, vol. 36, # 13, p. 2765 - 2769
  作者：Berning, Douglas E.、Katti, Kattesh V.、Barnes, Charles L.、Volkert, Wynn A.、Ketring, Alan R.

  DOI：——

  日期：——
• Chemical and Biomedical Motifs of the Reactions of Hydroxymethylphosphines with Amines, Amino Acids, and Model Peptides
  作者：Douglas E. Berning、Kattesh V. Katti、Charles L. Barnes、Wynn A. Volkert

  DOI：10.1021/ja9827604

  日期：1999.3.1

  The reactions of tris(hydroxymethyl)phosphine (THP, 1), 1,2-bis(bis(hydroxymethyl)phosphino)benzene (HMPB, 2), and 1,2-bis(bis(hydroxymethyl)phosphino)ethane(HMPE. 3) with various amines including amino acids and model peptides have been explored. The reactions of these multifunctional phosphines with excess amino acids unexpectedly produced monomeric products. The reaction of THP with excess glycine produced THP(glycine)(3) (4) in high yield. The reactions of HMPB with the secondary amines N-methylaniline and diethylamine produced the compounds HMPB(N-methylaniline)(4) (5) and HMPB(diethylamine)(4) (6), respectively. However, the reactions of HMPB and HMPE with excess glycine produced trans annular-bonded bicyclic compounds HMPB(glycine)(2) (7) and HMPE(glycine)(2) (10). The reactions of HMPB with excess alanine and glycylglycylglycine were also explored to determine the generality of the reactions and correspondingly yielded the novel heterocyclic compounds HMPB(alanine)(2) (8) and HMPB(gly-gly-gly)(2) 9), respectively. The products are oxidatively stable in air and under a wide pH range. All of the new compounds have been characterized by a combination of analytical and spectroscopic techniques, and the molecular structures of compounds 4, 5, 7, and 10 have been confirmed by single-crystal X-ray diffraction studies.