bis(2-methylbenzyl)-selenide | 76698-74-3

• 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: bis(2-methylbenzyl)-selenide
• 英文别名: 1-Methyl-2-[(2-methylphenyl)methylselanylmethyl]benzene
• CAS: 76698-74-3
• 化学式: C₁₆H₁₈Se
• 分子量: 289.279
• InChiKey: NBYZCRYANQVQIY-UHFFFAOYSA-N

物化性质

• 熔点：
  72-72.5 °C(Solv: ethanol (64-17-5))
• 沸点：
  397.4±31.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.71
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• 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：

  bis(2-methylbenzyl)-selenide 反应 0.08h， 以80%的产率得到1,2-二邻甲苯基乙烷
  参考文献：
  名称：

  Otsubo, Tetsuo; Ogura, Fumio; Yamaguchi, Hachiro, Synthetic Communications, 1980, vol. 10, # 8, p. 595 - 602

  摘要：

  DOI：
• 作为产物：
  描述：

  邻甲基苯乙酸 在 selenium 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 bis(2-methylbenzyl)-selenide
  参考文献：
  名称：

  通过苯乙酸与元素硒的脱羧偶联制备有机硒催化剂的经济高效捷径

  摘要：

  发现了一种有趣的苯乙酸与元素硒的脱羧偶联反应，并将其用于制备高效的有机硒催化剂，用于Baeyer-Villiger反应和氧化脱氧反应。与传统的格氏试剂法相比，与硒粉的脱羧偶联反应为制备不含致癌有机卤化物原料，有毒和有臭的硒醇中间体和镁盐固体废物的有机硒催化剂提供了捷径。这可能有助于降低硒催化剂的成本，以促进有机硒催化的绿色反应在大规模生产中的应用。

  DOI：

  10.1002/aoc.4599

文献信息

• Sodium Selenosulfate from Sodium Sulfite and Selenium Powder: An Odorless Selenylating Reagent for Alkyl Halides to Produce Dialkyl Diselenide Catalysts
  作者：Yonghong Liu、Hai Ling、Chao Chen、Qing Xu、Lei Yu、Xuefeng Jiang

  DOI：10.1055/s-0037-1612083

  日期：2019.9

  using aqueous EtOH as the solvent and avoiding the generation of a malodourous selenol intermediate, the selenylation reaction with Na2SeSO3 is much more environmentally friendly than conventional methods. Owing to the cheap and abundant starting materials and selenium reagents, our novel synthetic method reduces the production costs of dialkyl diselenides as organoselenium catalysts, thereby advancing

  Na2SeSO3 可以通过 Na2SO3 与 Se 能量的反应原位生成，被发现是一种无味试剂，用于烷基卤化物的硒基化生成二烷基二硒化物。这些产品最近已被证明是羰基化合物的 Baeyer-Villiger 氧化、烯烃的选择性氧化或肟的氧化脱肟的良好催化剂。通过使用乙醇水溶液作为溶剂并避免产生恶臭的硒醇中间体，与传统方法相比，与 Na2SeSO3 的硒基化反应更加环保。由于起始原料和硒试剂廉价且丰富，我们的新合成方法降低了作为有机硒催化剂的二烷基二硒化物的生产成本，
• Silver(I) complexes with diorganochalcogen ligands of type (2-MeC6H4CH2)2E (E = S, Se). Synthesis, structure and antiproliferative activity
  作者：Lavinia Corjuc、Alexandra Pop、Emilia Licarete、Manuela Banciu、Anca Silvestru

  DOI：10.1016/j.ica.2024.121972

  日期：2024.5

  appropriate silver(I) salt in a 1:1 and a 2:1 molar ratio, respectively. The ligands and the Ag(I) complexes were characterized by multinuclear NMR spectroscopy (H, CH}, FH}, SeH}, as appropriate), ESI+ mass spectrometry, elemental analysis and IR spectroscopy. The crystal and molecular structures of the ligand and the complexes , , , and were determined by single-crystal X-ray diffraction. The molar

  [Ag(X)E(CHCHMe-2)}] 类型的银 (I) 络合物 [E = S, X = CFSO (), NO (), ClO (); E = Se, X = CFSO (), NO (), ClO ()] 和 [Ag(X)E(CHCHMe-2)}] [X = CFSO, E = S (), Se (); X = ClO, E = S (), Se ()] 通过二有机硫属化物 (2-MeCHCH)E [E = S (), Se ()] 与适当的银 (I) 盐以 1:1 的比例反应来制备和摩尔比分别为2:1。通过多核NMR谱（H、CH}、FH}、SeH}，视情况而定）、ESI+质谱、元素分析和红外光谱对配体和Ag(I)配合物进行了表征。通过单晶 X 射线衍射测定了配体和配合物 、 、 、 的晶体和分子结构。所报道的金属配合物的摩尔电导率显示其在溶液中的行为为 1:1 电解质，而在固态下，无机阴离子配体通过
• Aluminum-catalyzed direct conversion of lactones to selenolactones in the presence of elemental selenium and its application in the indium-catalyzed syntheses of dibenzyl selenides from benzyl acetates
  作者：Norio Sakai、Yasushi Kino、Yohei Ogiwara、Kento Ishida

  DOI：10.1016/j.tet.2024.133978

  日期：2024.5

  Se rather than elemental S. Additionally, an In(OAc)/PhSiH (OAc = acetate) reducing system effectively catalyzed the direct conversion of linear benzyl acetates, which constitute substructures of lactones, and elemental Se to dibenzyl selenide derivatives.

  含硒化合物具有新颖的化学性质和独特的药理作用。尽管已经报道了多种制备硒酯的方法，但对相关环状硒酯的合成关注仍然不足。合成硒内酯的常规方法通常涉及多步过程。在本研究中，AlBr/PhSiH（Ph = 苯基）还原体系选择性催化 γ-芳基-γ-内酯和元素 Se 向 γ-芳基-γ-硒内酯的一锅转化，收率良好。该还原系统强烈激活元素 Se 而不是元素 S。此外，In(OAc)/PhSiH (OAc = 乙酸酯) 还原系统有效催化直链乙酸苄酯（构成内酯的子结构）和元素 Se 直接转化为二苄基硒化物衍生物。
• Solid state, structural and solution studies on bis(2-methylbenzyl)-selenide, methyl(2,4,6-tri-t-butylphenyl)-selenide, bis(2,4,6-tri-methylphenyl)-diselenide, and bis(2,4,6-tri-t-butylphenyl)-diselenide
  作者：Paul M. Dickson、Margaret A.D. McGowan、Burl Yearwood、Mary Jane Heeg、John P. Oliver

  DOI：10.1016/s0022-328x(99)00343-5

  日期：1999.10

  Two selenides, (2-MeBz)(2)Se (1) and MeMes*Se (2) and two diselenides, Mes(2)Se(2) (3) and Mes(2)*Se-2 (4) have been prepared and characterized by single-crystal X-ray diffraction and by NMR spectroscopy. The structure of 1 was solved in the orthorhombic space group Pbca (no. 61) with cell constants a = b = 13.944(10) Angstrom, c = 14.30(2) Angstrom. The structure of 2 was determined in space group P (1) over bar (no. 2) with cell constants a = 5.9443(5) Angstrom, b = 18.665(2) Angstrom, c = 26.372(3) Angstrom, alpha = 99.393(2)degrees, beta = 90.890(2)degrees and gamma = 92.703(2)degrees. The structures of 3 and 4 were determined in the monoclinic space group P2(1)/c (no. 14) with unit cell parameters for 3 of a = 6.333(1) Angstrom, b = 18.370(4) Angstrom, c = 5.122(3) Angstrom, beta = 97.42(3)degrees and for 4, a = 11.359(5) Angstrom, b = 10.520(8) Angstrom, c = 30.22(2) Angstrom and beta = 98.94(4)degrees. A rotational process has been studied in 4 and the kinetics and thermodynamic parameters for this process are determined from DNMR measurements using three different methods, measurement of coalescence temperatures, calculation of kinetic parameters using the line half-width approximation, and by full line shape analysis, The results from these three methods were compared. (C) 1999 Elsevier Science S.A. All rights reserved.
• TETSUO OTSUBO; FUMIO OGURA; HACHIRO YAMAGUCHI; HIROYUKI HIGUCHI; SOICHI M+, SYNTH. COMMUN., 1980, 10, NO 8, 595-601
  作者：TETSUO OTSUBO、 FUMIO OGURA、 HACHIRO YAMAGUCHI、 HIROYUKI HIGUCHI、 SOICHI M+

  DOI：——

  日期：——