2,5-diselenahexane | 6175-44-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2,5-diselenahexane
• 英文别名: 1,2-bis(methylseleno)ethane；Ethane, 1,2-bis(methylseleno)-；1,2-bis(methylselanyl)ethane
• CAS: 6175-44-6
• 化学式: C₄H₁₀Se₂
• 分子量: 216.043
• InChiKey: BHRWGADCHKZKRD-UHFFFAOYSA-N

物化性质

• 沸点：
  217.5±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.33
• 重原子数：
  6
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  2,5-diselenahexane 在 乙烯 作用下， 生成 monomethyl selenide
  参考文献：
  名称：

  甲基-亚硝基亚硒醇的制备和光谱鉴定†

  摘要：

  在此，我们首次报告了结合DFT和CASSCF / NEVPT2计算的甲基硒基和甲基-Se-亚硝基硒酚的制备，基质分离和光谱表征。后者被证明是高度光不稳定的，并且在以λ = 465 nm的光照射时，会导致甲基硒烯基和一氧化氮自由基对。在λ > 730 nm的照射下，它重新排列回甲基-Se-亚硝基亚硒醇。

  DOI：

  10.1039/c9cc05065e
• 作为产物：
  描述：

  二甲基二硒醚 、 1,2-二溴乙烷 在 氢氧化钾 、 一水合肼 作用下， 反应 1.5h， 以20%的产率得到2,5-diselenahexane
  参考文献：
  名称：

  Reactions of 1,2-dihaloethanes with chalcogenide anions

  摘要：

  Reactions of 1,2-dihaloethanes with chalcogenide anions generated from elemental chalcogens and dimethylchalcogens were performed in the hydrazine hydrate-KOH system. The use of anions Se-x(2-) and Te-x(2-) (x = 1-4) resulted in ethylene evolution and chalcogen regeneration (or in increased x value in an anion). Oligomers of Thiokol type formed only in the reaction of the 1,2-dichloroethane with a mixture of potassium disulfide and diselenide. The reductive cleavage of oligomers obtained in the hydrazine hydrate-KOH system followed by methylation led to the formation of 1,2-bis(methylthio)ethane, 1-methylseleno-2-methylthioethane, and 1,2bis(methylseleno)ethane. The features of substitution with chalcogenide anions in vicinal dihalides are discussed. Mass spectra of compounds obtained were measured and analyzed.

  DOI：

  10.1134/s1070428006050022

文献信息

• Synthesis, characterisation and structures of thio-, seleno- and telluro-ether complexes of indium(III) halides
  作者：Chitra Gurnani、Marek Jura、William Levason、Raju Ratnani、Gillian Reid、Michael Webster

  DOI：10.1039/b816148h

  日期：——

  [(InCl(3))(2)micro(2)-o-C(6)H(4)(CH(2)SMe)(2)}] and [(InCl(3))(2)micro(2)-MeTe(CH(2))(3)TeMe}] are formed even from a 1:1 In:ligand ratio. Key structure types were confirmed from crystal structures of [InCl(2)RSe(CH(2))(2)SeR}(micro-Cl)(2)InCl(2)RSe(CH(2))(2)SeR(2)}] (R = Me or (n)Bu), trans-[InX(2)(i)PrS(CH(2))(2)S(i)Pr}(2)][InX(4)] (X = Cl or Br), trans-[InBr(2)MeSe(CH(2))(2)SeMe}(2)][InBr(4)]

  铟（III）卤桥八面体二聚体[InX（2）（LL）（mu-X）（2）InX（2）（LL）]（X = Cl：LL = MeS（CH（2））（2 ）SMe，MeSe（CH（2））（2）SeMe，（n）BuSe（CH（2））（2）Se（n）Bu），离子反式-[InX（2）（LL）（2） ] [InX（4）]（X = Cl：LL =（i）PrS（CH（2））（2）S（i）Pr; X = Br：LL = MeS（CH（2））（2）SMe ，（i）PrS（CH（2））（2）S（i）Pr，MeSe（CH（2））（2）SeMe），顺式[InCl（2）（thiamacrocycle）] [InCl（4）] （硫杂大环= [12] aneS（4）或[14] aneS（4））和中性八面体[InCl（3）（[9] aneS（3））]和[InCl（3）MeC（CH（ 2）SMe）（3）}]是通过在无水CH（2）C
• Niobium tetrachloride complexes with thio-, seleno- and telluro-ether coordination – synthesis and structures
  作者：Yao-Pang Chang、William Levason、Mark E. Light、Gillian Reid

  DOI：10.1039/c6dt02979e

  日期：——

  [Nb2Cl8(Me2Te)4], [Nb2Cl8(Me2S)2] and [Nb2Cl8(Me2Se)2]. The complexes are very sensitive to moisture and dioxygen, and some also readily undergo C–E bond cleavage. Two ligand fragmentation products were identified –[Nb2Cl4(μ-S)2MeS(CH2)3SMe}2] and [Nb2Cl4(μ-Se)2o-C6H4(CH2)2Se}4]. X-ray crystal structures are also reported for the oxidation/hydrolysis products [NbOCl3(Me2S)] and [NbOCl3MeS(CH2)2SMe}].

  NbCl 4与二硫醚MeS（CH 2）n SMe（n = 2或3），i PrS（CH 2）2 S i Pr或o -C 6 H 4（CH 2 SEt）2以1：1摩尔比反应数天之内在CH 2 Cl 2或甲苯中的比例，得到红色或橙色顺磁性配合物[NbCl 4（二硫醚）]。它们的X射线晶体结构证实了螯合二硫醚的八面体几何形状失真。单独的MeS（CH 2）2 SMe也会形成[NbCl4 MeS（CH 2） 2 SMe} 2 ]络合物基于方形反棱柱几何中的八坐标Nb（ IV）。由MeSe（CH 2） n SeMe（ n = 2或3）和n BuSe（CH 2） 3 Se n Bu形成相似的六坐标顺式-[NbCl 4（二硒醚）]。单齿配体Me 2 S，Me 2 Se和n Bu 2 Se形成[NbCl 4（R 2 E） 2]（E = S，Se）在溶液中不稳定，失去R 2 E形成化学计量比为1：1的配合物，显示为抗磁性二聚体，[（Me
• Thio-, seleno- and telluro-ether complexes of aluminium(iii) halides: synthesis, structures and properties
  作者：Kathryn George、Marek Jura、William Levason、Mark E. Light、Gillian Reid

  DOI：10.1039/c3dt52991f

  日期：——

  aluminium centres, and of the six-coordinate trans-[AlX2MeE(CH2)2EMe}2][AlX4] (X = Cl or Br, E = S, and X = Cl, E = Se) and cis-[AlI2MeS(CH2)2SMe}2][AlI4] are reported. The tripodal thioether forms [AlCl3MeC(CH2SMe)3}], which is a chain polymer with κ2-coordinated ligand and a tbp arrangement at Al(III). Chalcogenoether macrocycle complexes [AlCl3([9]aneS3)], [AlCl2([14]aneS4)][AlCl4] and [AlCl2([16]aneSe4)]

  在严格的无水条件下，AlCl 3与Me 2 E（E = S，Se或Te）或n Bu 2 E（E = Se或Te）在CH 2 Cl 2中的反应得到拟四面体络合物[AlCl 3（R 2 E）]。[AlX 3（Me 2 E）]（X = Br或I，E = S; X = Br，E = Te）由甲苯溶液制成，因为尝试在CH 2 Cl 2中进行合成会导致大量氯化物的结合。[（AlCl 3）2 o -C 6 H 4的合成（CH 2 SEt）2 }]，其中配体桥接两个四面体铝中心，以及六坐标的反式-[AlX 2 MeE（CH 2）2 EMe} 2 ] [AlX 4 ]（X = Cl或报道了Br，E ＝ S，X ＝ Cl，E ＝ Se）和顺式-[AlI 2 MeS（CH 2）2 SMe} 2 ] [AlI 4 ]。所述三足硫醚形式[的AlCl 3 的MeC（CH 2 SME）3 }]，这是一种链聚合物与κ
• Synthesis and structural studies on polymeric assemblies derived from antimony(III) halide complexes with bi- and tri-dentate and macrocyclic thio- and seleno-ether ligands
  作者：Andrew J. Barton、Nicholas J. Hill、William Levason、Gillian Reid

  DOI：10.1039/b100782n

  日期：——

  SbX3 (X = Cl, Br or in some cases I) reacts with one molar equivalent of L [L = MeS(CH2)2SMe, MeS(CH2)3SMe, MeSe(CH2)2SeMe, MeC(CH2SMe)3, MeC(CH2SeMe)3, [12]aneS4 (1,4,7,10-tetrathiacyclododecane), [14]aneS4 (1,4,8,11-tetrathiacyclotetradecane), [16]aneS4 (1,5,9,13-tetrathiacyclohexadecane), [8]aneSe2 (1,5-diselenacyclooctane) or [16]aneSe4 (1,5,9,13-tetraselenacyclohexadecane)] in anhydrous CH2Cl2, MeCN or thf solution to afford colourless to red-orange powdered solids involving a 1 ∶ 1 Sb ∶ L ratio in most cases, and occasionally a 2 ∶ 1 Sb ∶ L ratio. The crystal structures of [SbCl3MeS(CH2)2SMe}], [(SbBr3)2([14]aneS4)], [SbCl3MeC(CH2SMe)3}], [SbI3MeC(CH2SMe)3}] and [SbBr3MeC(CH2SeMe)3}] all exhibit infinite one- or three-dimensional networks which are assembled from distorted five or six coordinate Sb(III) with primary Sb–X bonding, secondary Sb–S or Sb–Se interactions and retention of the pyramidal SbX3 unit found in the parent halides. The structures of these compounds are discussed in terms of the bonding model used by others for antimony phosphine complexes. They are also compared with the structures of other reported thioether complexes of Sb(III), and with their Bi(III) analogues.

  SbX3（X = Cl，Br，或在某些情况下I）与一摩尔当量的L [L = MeS(CH2)2SMe，MeS(CH2)3SMe，MeSe(CH2)2SeMe，MeC(CH2SMe)3，MeC(CH2SeMe)3，[12]aneS4（1,4,7,10-四硫杂环十二烷），[14]aneS4（1,4,8,11-四硫杂环十四烷），[16]aneS4（1,5,9,13-四硫杂环十六烷），[8]aneSe2（1,5-二硒杂环八烷）或[16]aneSe4（1,5,9,13-四硒杂环十六烷）]在无水CH2Cl2、MeCN或THF溶液中反应，生成大多数情况下Sb与L比例为1:1的无色至橙红色粉末固体，偶尔也有2:1的Sb与L比例。[SbCl3MeS(CH2)2SMe}]、[(SbBr3)2([14]aneS4)]、[SbCl3MeC(CH2SMe)3}]、[SbI3MeC(CH2SMe)3}]和[SbBr3MeC(CH2SeMe)3}]的晶体结构均显示由扭曲的五或六配位Sb(III)组成的无限一维或三维网络，这些网络由主要的Sb-X键合、次要的Sb-S或Sb-Se相互作用以及保留在母卤化物中的锥形SbX3单元组成。这些化合物的结构是根据其他人用于锑膦配合物的键合模型进行讨论的。它们还与报道的其他Sb(III)硫醚配合物及其Bi(III)类似物的结构进行了比较。
• Vanadium selenoether and selenolate complexes, potential single-source precursors for CVD of VSe₂thin films
  作者：Andrew L. Hector、Marek Jura、William Levason、Stuart D. Reid、Gillian Reid

  DOI：10.1039/b817903d

  日期：——

  Reactions of VCl4 with one mol equiv. of L–L (L–L = MeSe(CH2)2SeMe, MeSe(CH2)3SeMe, nBuSe(CH2)2SenBu) in anhydrous CH2Cl2 solution at room temperature give [VCl4(L–L)] as very moisture-sensitive dark purple solids. Using VCl4 and excess selenoether in gently refluxing CH2Cl2 leads to reduction to [VCl3(L–L)] (L–L as above and o-C6H4(CH2SeMe)2), while VCl4 reacts with excess SeMe2 at room temperature to give [VCl3(SeMe2)2]. All new complexes were characterised by microanalysis, IR and UV/visible spectroscopy and magnetic measurements. Reaction of [(Cp)2VCl2] with two mol equiv. of LiSetBu in anhydrous thf gives the VIV selenolate complex [(Cp)2V(SetBu)2] as a very moisture-sensitive brown solid. The new complexes have been investigated as possible reagents for deposition of vanadium selenide. While low pressure chemical vapour deposition (LPCVD) experiments showed that the diselenoether complexes were not sufficiently volatile for VSe2 deposition, [VCl3(SeMe2)2] gives very thin deposits of VSe2. LPCVD studies on [(Cp)2V(SetBu)2] at 600 °C produce thicker black films of VSe2. In all cases EDX measurements show that the films are Se deficient.

  VCl4与1摩尔当量的L–L（L–L = MeSe(CH2)2SeMe, MeSe(CH2)3SeMe, nBuSe(CH2)2SenBu）在无水CH2Cl2溶液中于室温反应，生成非常潮湿敏感的深紫色固体[VCl4(L–L)]。使用VCl4和过量的硒醚在温和回流的CH2Cl2中反应，会还原为[VCl3(L–L)]（L–L如上所述及o-C6H4(CH2SeMe)2），而VCl4与过量的SeMe2在室温下反应则生成[VCl3(SeMe2)2]。所有新合成的配合物都通过微量分析、红外光谱、紫外/可见光谱和磁性测量进行了表征。[(Cp)2VCl2]与两摩尔当量的LiSetBu在无水THF中反应，生成非常潮湿敏感的棕色固体VIV硒醇复合物[(Cp)2V(SetBu)2]。新配合物被研究作为沉积硒化钒的可能试剂。虽然低压化学气相沉积（LPCVD）实验表明，二硒醚复合物的挥发性不足以用于VSe2的沉积，但[VCl3(SeMe2)2]能够生成非常薄的VSe2沉积。在600 °C下对[(Cp)2V(SetBu)2]的LPCVD研究产生了较厚的黑色VSe2薄膜。在所有情况下，EDX测量显示这些薄膜缺硒。