meta-phenylenediisocyanate | 935-27-3

• 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: meta-phenylenediisocyanate
• 英文别名: 1,3-di-isocyanobenzene；1,3-Diisocyanobenzene；m-phenylene diisocyanide；m-Phenylendiisocyanid；m-Phenylendicarbylamin；benzene-1,3-dicarbonitrile；3-Isocyanophenylisocyanide
• CAS: 935-27-3
• 化学式: C₈H₄N₂
• mdl: MFCD06200488
• 分子量: 128.133
• InChiKey: SKHJWXBERCRPHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  8.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  meta-phenylenediisocyanate 生成 间苯二甲腈
  参考文献：
  名称：

  Kaufler, Chemische Berichte, 1901, vol. 34, p. 1578

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N'-(1,3-phenylene)diformamide 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 meta-phenylenediisocyanate
  参考文献：
  名称：

  Reaktionen mit Polyisonitrilen. 2. Mitt

  摘要：

  DOI：

  10.1002/ardp.19642971003

文献信息

• Reactions of stereochemically rigid diisocyanides with manganese carbonyl derivatives
  作者：Avi Efraty、Irene Feinstein、Lorenz Wackerle

  DOI：10.1016/s0022-328x(00)82286-x

  日期：1981.11

  The reactions of BrMn(CO)5 with the non-chelating stereochemically rigid bidentate ligands (L-L) 1,3-, and 1,4-diisocyanobenzene, 4,4′-diisocyanobiphenyl, and 4,4′-diisocyanodiphenylmethane afford well characterized complexes of the types BrMn(CO)4(L-L), BrMn(CO)3(L-L)2, and [BrMn(CO)4]2(L-L). Similar reactions with [RC5H4Mn(CO)2NO]+PF6− gave mixtures of oligomers of the type [(RC5H4MnNO)n(L-L)n+1]n+[PF6−]n

  BrMn（CO）5与非螯合的立体化学刚性双齿配体（LL）1,3-和1,4-二异氰基苯，4,4'-二异氰基联苯和4,4'-二异氰基二苯甲烷的反应可提供特征明确的络合物类型的BrMn（CO）4（LL），BrMn（CO）3（LL）2和[BrMn（CO）4 ] 2（LL）。用类似的反应[RC 5 ħ 4的Mn（CO）2 NO] + PF 6 - ，得到式的低聚物的混合物[（RC 5 H ^ 4 MnNO）Ñ（LL）的n + 1 ]的n + [PF6 - ] Ñ。
• Tetragonal co-ordination polymers of rhodium(I) with stereochemically rigid aryl di-isocyanide linkages
  作者：Irene Feinstein-Jaffe、Felix Frolow、Lorenz Wackerle、Alexander Goldman、Avi Efraty

  DOI：10.1039/dt9880000469

  日期：——

  Tetragonal polymers of the type [Rh(L)2]Cl}n with stacked layer (RhI⋯ RhI 3.31—3.41 Å) structures have been prepared by the reaction of [Rh(CO)2Cl}2] with the polymerizing ligands (L) 1,4-di-isocyanobenzene, 1,4-di-isocyanonaphthalene, 4,4′-di-isocyanobiphenyl,2,4-di-isocyanotoluene, bis(4-isocyanophenyl)methane, or 1,5-di-isocyanonaphthalene. The new materials have been characterized by elemental

  通过[Rh（CO）2 Cl} 2 ]与[Rh（L）2 ] Cl} n类型的四方聚合物具有堆叠层（Rh I ⋯Rh I 3.31-3.41Å）结构的叠层结构聚合配体（L）1,4-二异氰基苯，1,4-二异氰基萘，4,4'-二异氰基联苯，2,4-二异氰基甲苯，双（4-异氰基苯基）甲烷或1， 5-二异氰基萘。新材料的特征在于元素分析，热重分析，红外光谱和漫反射光谱以及其X射线粉末衍射图。
• Hogarth, Graeme; Humphrey, David G.; Kaltsoyannis, Nikolas, Journal of the Chemical Society, Dalton Transactions
  作者：Hogarth, Graeme、Humphrey, David G.、Kaltsoyannis, Nikolas、Kim, Woo-Sung、Lee, Mo-yin (Venus)、et al.

  DOI：——

  日期：——
• Synthesis of some aromatic diisocyanides with trichloromethyl chloroformate
  作者：Avi Efraty、Irene Feinstein、Lorenz Wackerle、Alexander Goldman

  DOI：10.1021/jo01308a027

  日期：1980.9
• Preparation, molecular structure, and fundamental vibrational modes of the dinuclear complexes trans-[{RhX(PiPr3)2}2{μ-1,3-(CN)2C6H4}]
  作者：Damien Moigno、Berta Callejas-Gaspar、Juan Gil-Rubio、Carsten D. Brandt、Helmut Werner、Wolfgang Kiefer

  DOI：10.1016/s0020-1693(02)00801-0

  日期：2002.5

  The reaction of [RhCl(C8H14)(2)](2) with 4 equiv. of PiPr(3) and an equimolar amount of 1,3-C6H4(NC)(2) in benzene-ether led to the formation of the dinuclear diisonitrile complex trans-[RhCl(PiPr(3))(2)}(2)mu-1,3-(CN)(2)C6H4}] (2) in 75% yield. The related iodo compound trans-[RhI(PiPr(3))(2)}(2)mu-1,3-(CN)(2)C6H4}] (3) was obtained from 2 and NaI by salt metathesis. Density functional theory (DFT) calculations have been carried out for the model complexes trans-[RhX(CNC6H5)(PMe3)(2)] (X = F, Cl) and trans-[RhF(PMe3)(2)}(2)mu-1,3-(CN)(2)C6H4}] in order to assign the vibrational modes of compounds 2 and 3. Moreover, the FT-Raman spectrum of the free ligand m-diisocyanobenzene has been measured and analyzed based on the calculation of the Raman intensities for the normal modes using the BPW91/6-31+G(d) method. The most noteworthy result is that the RhC stretching mode of 2 appears at almost the same wavenumber as that of the vinylidene complex trans-[RhCl(=C=CHC6H5)(PiPr(3))(2)]. The crystal and molecular structure of 2 has been determined by X-ray crystallography. (C) 2002 Elsevier Science B.V. All rights reserved.