3-甲氧基-1,2,4-三嗪 | 28948-54-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 中文名称: 3-甲氧基-1,2,4-三嗪
• 英文名称: {1,4,8,11,15,18,22,25-octathiacyclooctacosane
• 英文别名: 1,4,8,11,15,18,22,25-octathiacyclooctacosane；1,4,8,11,15,18,22,25-octathia-cyclooctacosane
• CAS: 28948-54-1
• 化学式: C₂₀H₄₀S₈
• 分子量: 537.066
• InChiKey: HSGWKRSFKMUJQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  28
• 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：
  202
• 氢给体数：
  0
• 氢受体数：
  8

安全信息

• 海关编码：
  2934999090

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  3,7-二硫杂-1,9-壬二硫醇	3,7-dithianonane-1,9-dithiol	25676-62-4	C7H16S4	228.468
  3,7-二硫杂-1,9-壬二醇	3,7-dithianonane-1,9-diol	16260-48-3	C7H16O2S2	196.335

反应信息

• 作为反应物：
  描述：

  3-甲氧基-1,2,4-三嗪 、 tetrakis(acetonitrile)copper(I) perchlorate 以 乙腈 为溶剂， 以80%的产率得到{1,4,8,11,15,18,22,25-octathiacyclooctacosane-(S1,S4,S8,S11)(S15,S18,S22,S25)dicopper(I)}(2+)*2ClO4(1-)
  参考文献：
  名称：

  Copper thioether chemistry: Synthesis and X-ray crystal structures of binuclear copper(I) complexes [Cu2(L)]2+ {L = [24]aneS8, [28]aneS8} incorporating octathia macrocycles

  摘要：

  Reaction of L {L = ]24[aneS8, ]28[aneS8} with two molar equivalents of [Cu(NCMe)4]X(X- = ClO4-, BF4-, PF6-) in MeCN affords the white binuclear copper(I) complexes ]Cu2(L)[2+. A single crystal X-ray structure determination of ]Cu2(]24[aneS8)[ (BF4)2 shows two tetrahedron copper(I) centres, each of which is coordinated to four thioether sulphur-donors, Cu-S(1) = 2.263(3), Cu-S(4) = 2.363(3), Cu-S(7) = 2.349(3), Cu-S(10) = 2.261(3) angstrom. The Cu...Cu distance is 5.172(3) anstrom. A single crystal X-ray structure determination of [Cu2(CU2([28]aneS8)](ClO4)2 shows that this complex also contains two tetrahdral copper(I) centres, each coordinated to four thioether sulphur-donors, Cu-S(1) =2.278(5), Cu-S(4) = 2.333(5), Cu-S(8) = 2.328(5), Cu-S(11) = 2.268(5) angstrom. The Cu...Cu distance of 6.454(3) angstrom is greater than in [Cu2([24]aneS8)]2+, reflecting the greater cavity size in [Cu2([28]aneS8)]2+. Cyclic voltammetry of [Cu2([24]aneS8)]2+, reflecting the greater cavity size in {Cu2([28]aneS8)2+. Cyclic voltammetry of [Cu2([24]aneS8)]2+ and [Cu2([28]aneS8)]2+ at platinum electrodes in MeCN (0.1 M (n)Bu4NPF6) shows irreversible oxidations at e(pa) = + 0.88 V, +0.92 V vs Fc/Fc+, respectively, at a scan rate of 200 mV s-1. Coulometric measurements in MeCN confirm these oxidations to be two-electron (one electron per copper) processes to give binuclear copper9II) species. Oxidation of the binuclear copper(I) percursors with H2SO4 or HNO3 affords ESR-active copper(II) species which presumably incorporate SO4(2-) and NO3- bridges.

  DOI：

  10.1016/s0277-5387(00)84200-x
• 作为产物：
  描述：

  3,7-二硫杂-1,9-壬二醇 在 (NH₄)2CS 、 sodium 作用下， 生成 3-甲氧基-1,2,4-三嗪
  参考文献：
  名称：

  Braithwaite, Andrew C.; Rickard, Clifton E. F.; Waters, T. Neil, Australian Journal of Chemistry, 1981, vol. 34, # 12, p. 2665 - 2669

  摘要：

  DOI：

文献信息

• Platinum thioether macrocyclic chemistry: synthesis and electrochemistry of [PtL][PF₆]₂(L =[12]-, [14]- or [16]-aneS₄) and [Pt₂([28]aneS₈)][PF₆]₄. Crystal structure of [Pt([12]aneS₄)][PF₆]₂·MeCN
  作者：Alexander J. Blake、Alan J. Holder、Gillian Reid、Martin Schröder

  DOI：10.1039/dt9940000627

  日期：——

  A series of mono- and bi-nuclear platinum(II) complexes [PtL][PF6]2(L =[12]-, [14]- or [16]-aneS4) and [Pt2([28]aneS8)][PF6]4 have been synthesised by reaction of the crown thioethers with platinum(II) salts. Spectroscopic and structural data confirm square-planar homoleptic thioether co-ordination at PtII in each case. The complex [Pt([12]aneS4)][PF6]2·MeCN crystallises in the orthorhombic space group

  一系列单核和双核铂（II）配合物[PtL] [PF 6 ] 2（L = [12]-，[14]-或[16] -aneS 4）和[Pt 2（[28]通过冠硫醚与铂（II）盐的反应合成了aneS 8 ]] [PF 6 ] 4。光谱和结构数据证实在每种情况下在Pt II处均相的均相硫醚配位。络合物[铂（[12] ANES 4）] [PF 6 ] 2 ·MeCN中结晶的斜方晶系空间群晶Pnma与一个= 16.7983（9），b= 9.3213（7），c = 14.1954（8）Å，Z =4。该结构显示阳离子在镜面上无序排列，Pt II离子在扭曲的方平面立体化学中结合到所有四个硫醚供体上，Pt– S（1）2.266（4），Pt–S（4）2.297（4）Å，以及位于S 4配位平面上方0.282Å的金属离子。大环的亚甲基碳都从Pt II离子引到S 4平面的相反侧，而金属中心的顶面则暴露在外。对[PtL] 2+的电化学研究表明，在E
• Cadmium(II), bismuth(III), lead(II) and thallium(I) crown thioether chemistry: synthesis and crystal structures of [(CdI2)2([24]aneS8)], [(BiCl3)2([24]aneS8)], [Pb2([28]aneS8)][ClO4]4 and [Tl([24]aneS8)]PF6 ([24]aneS8 = 1,4,7,10,13,16,19,22-octathiacyclotetracosane; [28]aneS8 = 1,4,8,11,15,18,22,25-octathiacyclooctacosane)
  作者：Alexander J. Blake、Dieter Fenske、Wan-Sheung Li、Vito Lippolis、Martin Schröder

  DOI：10.1039/a805137b

  日期：——

  The complexes [(CdI2)2([24]aneS8)], [(BiCl3)2([24]aneS8)], [Pb2([28]aneS8)][ClO4]4 and [Tl([24]aneS8)]PF6 ([24]aneS8 = 1,4,7,10,13,16,19,22-octathiacyclotetracosane, [28]aneS8 = 1,4,8,11,15,18,22,25-octathiacyclooctacosane) have been prepared, characterized and their crystal structures determined. In [(CdI2)2([24]aneS8)] two CdI2 units are bound to the macrocycle forming a discrete centrosymmetric binuclear complex, Cd(1)–I(1) 2.7551(11), Cd(1)–I(2) 2.6944(8), Cd(1)–S(1) 2.817(2), Cd(1)–S(4) 2.615(2), Cd(1)–S(7) 2.927(2) Å. In [(BiCl3)2([24]aneS8)] two BiCl3 units are weakly bonded to the thioether crown, Bi–S 3.134(2)–3.313(2) Å, to give a discrete centrosymmetric binuclear complex with the two metal centres disposed on opposite sides of the mean plane of the macrocycle. In [Pb2([28]aneS8)][ClO4]4 an S4O4 co-ordination is realized at each PbII sitting in the macrocyclic cavity. The two PbII are bridged by two ClO4– ions, Pb–S 2.861(2)–2.998(2), Pb–O 2.701(7)–2.936(6) Å. In contrast, [Tl([24]aneS8)]PF6 adopts a polymeric structure in which each TlI bridges two thioether crowns to give an infinite sinusoidal chain. The [S4 + S4] co-ordination sphere at the metal centre is satisfied by two half ligands in a sandwich arrangement, Tl–S 3.2413(11)–3.4734(14) Å.

  配合物 [(CdI2)2([24]aneS8)]、[(BiCl3)2([24]aneS8)]、[Pb2([28]aneS8)][ClO4]4 和 [Tl([24]aneS8) ]PF6（[24]aneS8 = 1,4,7,10,13,16,19,22-八硫环二十八烷，[28]aneS8 = 1,4,8,11,15,18,22,25-八硫环八烷）有已制备、表征并确定了它们的晶体结构。在 [(CdI2)2([24]aneS8)] 中，两个 CdI2 单元与大环结合，形成离散的中心对称双核复合物，Cd(1)–I(1) 2.7551(11)，Cd(1)–I(2 ) 2.6944(8)、Cd(1)–S(1) 2.817(2)、Cd(1)–S(4) 2.615(2)、Cd(1)–S(7) 2.927(2) 埃。在 [(BiCl3)2([24]aneS8)] 中，两个 BiCl3 单元与硫醚冠弱键合，Bi–S 3.134(2)–3.313(2) Å，得到具有两个金属中心的离散中心对称双核络合物设置在大环平均平面的相对两侧。在[Pb2([28]aneS8)][ClO4]4 中，位于大环空腔中的每个PbII 处实现了S4O4 配位。两个 PbII 由两个 ClO4– 离子桥接，Pb–S 2.861(2)–2.998(2)、Pb–O 2.701(7)–2.936(6) Å。相比之下，[Tl([24]aneS8)]PF6采用聚合结构，其中每个TlI桥接两个硫醚冠以给出无限正弦链。金属中心的 [S4 + S4] 配位球由夹层排列的两个半配体满足，Tl–S 3.2413(11)–3.4734(14) Å。
• Blake, Alexander J.; Li, Wan-Scheung; Lippolis, Vito, Journal of the Chemical Society, Dalton Transactions, 1998, # 7, p. 2931 - 2938
  作者：Blake, Alexander J.、Li, Wan-Scheung、Lippolis, Vito、Taylor, Anne、Schroeder, Martin

  DOI：——

  日期：——
• Braithwaite, Andrew C.; Rickard, Clifton E. F.; Waters, T. Neil, Australian Journal of Chemistry, 1981, vol. 34, # 12, p. 2665 - 2669
  作者：Braithwaite, Andrew C.、Rickard, Clifton E. F.、Waters, T. Neil

  DOI：——

  日期：——
• Copper thioether chemistry: Synthesis and X-ray crystal structures of binuclear copper(I) complexes [Cu2(L)]2+ {L = [24]aneS8, [28]aneS8} incorporating octathia macrocycles
  作者：Alexander J. Blake、Anne Taylor、Martin Schröder

  DOI：10.1016/s0277-5387(00)84200-x

  日期：1990.1

  Reaction of L L = ]24[aneS8, ]28[aneS8} with two molar equivalents of [Cu(NCMe)4]X(X- = ClO4-, BF4-, PF6-) in MeCN affords the white binuclear copper(I) complexes ]Cu2(L)[2+. A single crystal X-ray structure determination of ]Cu2(]24[aneS8)[ (BF4)2 shows two tetrahedron copper(I) centres, each of which is coordinated to four thioether sulphur-donors, Cu-S(1) = 2.263(3), Cu-S(4) = 2.363(3), Cu-S(7) = 2.349(3), Cu-S(10) = 2.261(3) angstrom. The Cu...Cu distance is 5.172(3) anstrom. A single crystal X-ray structure determination of [Cu2(CU2([28]aneS8)](ClO4)2 shows that this complex also contains two tetrahdral copper(I) centres, each coordinated to four thioether sulphur-donors, Cu-S(1) =2.278(5), Cu-S(4) = 2.333(5), Cu-S(8) = 2.328(5), Cu-S(11) = 2.268(5) angstrom. The Cu...Cu distance of 6.454(3) angstrom is greater than in [Cu2([24]aneS8)]2+, reflecting the greater cavity size in [Cu2([28]aneS8)]2+. Cyclic voltammetry of [Cu2([24]aneS8)]2+, reflecting the greater cavity size in Cu2([28]aneS8)2+. Cyclic voltammetry of [Cu2([24]aneS8)]2+ and [Cu2([28]aneS8)]2+ at platinum electrodes in MeCN (0.1 M (n)Bu4NPF6) shows irreversible oxidations at e(pa) = + 0.88 V, +0.92 V vs Fc/Fc+, respectively, at a scan rate of 200 mV s-1. Coulometric measurements in MeCN confirm these oxidations to be two-electron (one electron per copper) processes to give binuclear copper9II) species. Oxidation of the binuclear copper(I) percursors with H2SO4 or HNO3 affords ESR-active copper(II) species which presumably incorporate SO4(2-) and NO3- bridges.