N,N,N',N'-tetramethylselenourea | 5943-53-3

• 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: N,N,N',N'-tetramethylselenourea
• 英文别名: Tetramethylselenoharnstoff；Tetramethylselenourea；1,1,3,3-tetramethylselenourea
• CAS: 5943-53-3
• 化学式: C₅H₁₂N₂Se
• 分子量: 179.124
• InChiKey: WUKNXMYCJYGLGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.63
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N,N',N'-tetramethylselenourea 以 not given 为溶剂， 生成
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B Comp.SVol.1/3, 11, page 92 - 101

  摘要：

  DOI：
• 作为产物：
  描述：

  1,1,3,3-四甲基脲 在 双(三甲基硅烷基)硒醚 、 三氟化硼乙醚 作用下， 以 苯 为溶剂， 反应 24.0h， 以64%的产率得到N,N,N',N'-tetramethylselenourea
  参考文献：
  名称：

  Conversion of Amides,N,N,N′,N′-Tetramethylurea, and Esters to the Corresponding Selenoxo Compounds by Treatment with Bis(trimethylsilyl) Selenide and BF₃·OEt₂

  摘要：

  酰胺和N,N,N′,N′-四甲基尿素与(Me3Si)2Se在BF3·OEt2存在下反应，得到相应的硒氧化合物，产率良好。另一方面，以类似方式对乙基和丁基苯甲酸酯进行硒化，得到了苯醇和2,3,5,6-四苯基-1,4-二硒烯，反应通过硒酯实现。通过2,3-二甲基-1,3-丁二烯捕获硒酯也成功地得到[4+2]环加成产物。

  DOI：

  10.1246/bcsj.67.876

文献信息

• Orthoamide. IL. Umsetzungen von Orthoamid-Derivaten mit Schwefel und Selen, Synthesen von 1,3-Thiazol- und 1,3-Selenazolderivaten
  作者：W. Kantlehner、Michael Hauber、Markus Vettel

  DOI：10.1002/prac.19963380180

  日期：——

  N,N-Dimethylformamide acetal reacts with elemental selenium to give a mixture of selenocarbonic acid derivatives 2 and 3, which can be converted to the pure N,N-dimethylcarbamidic acid Se-methylester 2 by treatment with methyl iodide. Analogously from the orthoformic acid derivatives 5 and 6 and selenium the N,N,N',N'-tetramethyl-selenurea 7 can be prepared. In the reaction of 12 with elemental sulfur and selenium the amidines 14 and 15, respectively, are formed. By treatment of 14 and 15 with alpha-halogenated carbonyl compounds and triethylamine the 1,3-thiazoles 18 and 1,3-selenazoles 19 can be prepared. The synthesis of the propynoic acid orthoamide 26b is described. 26b reacts with the guanidinium salt 24b to give the bis-orthoamide of butynedioic acid 20b. Other orthoamides of butynedioic acid 20b-20e can be synthesized from the orthoamide 20a by transamination. The thiolation of the orthoamides affords the bis-amidinium-dithiolates 21a-c, which can be alkylated to give the bis-amidinium salts 27. By treatment with alpha-halogene carbonyl compounds and triethylamine the dithiolates 21a-e are cyclized to give thieno [3,2b] thiophenes 28a-n. The quadrupoles 21 undergo cycloadditions with dimethyl-butynedioate which afford the bis(3H-thiophene-2 ylidenes) 29a-c. Treatment of 29a with methyl tosylate gives rise to the dithiophene 30a. The dithiophene 30b can be obtained by heating 21b with dimethylbutynedionate.
• Preparation of Tetrasubstituted Selenoureas and Pentasubstituted Selenosemicarbazides from Carbon Diselenide
  作者：Lars Henriksen

  DOI：10.1055/s-1982-29940

  日期：——
• Weber, Michael; Hartmann, Horst, Zeitschrift fur Chemie, 1987, vol. 27, # 3, p. 95 - 96
  作者：Weber, Michael、Hartmann, Horst

  DOI：——

  日期：——
• Synthesis of selenoureas and selenothiocarbamic esters from thioureas
  作者：Daniel L. Klayman、Robert J. Shine

  DOI：10.1021/jo01263a070

  日期：1969.11
• Eide, Jan; Foss, Olav; Maartmann-Moe, Knut, Acta chemica Scandinavica. Series A: Physical and inorganic chemistry, 1987, vol. 41, p. 67 - 76
  作者：Eide, Jan、Foss, Olav、Maartmann-Moe, Knut、Maberg, Otto、Scheie, Alf

  DOI：——

  日期：——