trithioboric acid tributyl ester | 998-46-9

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: trithioboric acid tributyl ester
• 英文别名: Tributyl-trithioborat；Trithioborsaeure-tributylester；n-Butyl-orthothioborat；Tri-butyl-thioborat；Thioborsaeure-tributylester；Tris(butylsulfanyl)borane
• CAS: 998-46-9
• 化学式: C₁₂H₂₇BS₃
• 分子量: 278.355
• InChiKey: DOZPSHWXMUKUEI-UHFFFAOYSA-N

物化性质

• 沸点：
  150-152 °C(Press: 1 Torr)
• 密度：
  0.9684 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  5.57
• 重原子数：
  16
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  75.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trithioboric acid tributyl ester 生成 n-C6H13B(SC4H9)2
  参考文献：
  名称：

  Mikhailov,B.M.; Vasil'ev,L.S., Journal of general chemistry of the USSR, 1965, vol. 35, p. 1077 - 1081

  摘要：

  DOI：
• 作为产物：
  描述：

  丁硫醇 在 三氯化硼 、 三乙胺 作用下， 以 乙醚 为溶剂， 生成 trithioboric acid tributyl ester
  参考文献：
  名称：

  Organoboron compounds

  摘要：

  DOI：

  10.1007/bf00907972
• 作为试剂：
  描述：

  偏二甲肼 在 trithioboric acid tributyl ester 作用下， 以 甲苯 为溶剂， 生成 Tris-(2,2-dimethyl-hydrazino)-boran
  参考文献：
  名称：

  The Boron—Nitrogen Bond from the Boron—Sulfur Bond

  摘要：

  DOI：

  10.1021/jo01343a052

文献信息

• Chloroboration and allied reactions of unsaturated compounds. Part VI. Thiaboration, and other aspects of boron–sulphur chemistry
  作者：R. H. Cragg、M. F. Lappert、B. P. Tilley

  DOI：10.1039/j19670000947

  日期：——

  The preparation of twenty organic B–S compounds, including members of the new classes R2NB(SR′)2, (R2N)2BSR′, (R2N)BrBSR′, and (R2N)ClBSR′, is reported. Five methods were explored, and particularly noteworthy are the general methods for synthesis of borthi-ins (XBS)n, with use of dihalogenoboranes and either HgS or (Me2SiS)3. The position of B–S compounds, relative to B–N, B–Hal, etc., in boron “conversion”

  制备二十种有机B–S化合物，包括新的R 2 NB（SR'）2类，（R 2 N）2 BSR'，（R 2 N）BrBSR'和（R 2 N）ClBSR'类，据报道。探索了五种方法，特别值得一提的是使用二卤代异戊二烯和HgS或（Me 2 SiS）3合成borthi-ins（XBS）n的通用方法。硼相对于BN，B-Hal等的B–S化合物在硼的“转化”和“位移”系列中的位置已指定。硫代硼烷已被充分表征。特别重要的是识别以930 cm为中心的三重态吸收。–1作为对其识别的诊断。摩尔折射率与计算值非常吻合。络合物BRB（SBU Ñ）2，2PY和Br 2 BSBu Ñ，PY已经制备。B–S化合物的氧化提供了第一个硼基砜。硫代硼烷相对于异氰酸酯起1,2-偶极亲油的作用，但不影响异硫氰酸酯，二氧化碳或二硫化碳。已经表征了新颖的硫脲钛硼烷。
• Redox-untersuchungen an jodboranen VI. Zur kenntnis von diborylsulfanen, R2B-Sx-BR2
  作者：Walter Siebert、Eduard Gast、Max Schmidt

  DOI：10.1016/s0022-328x(00)92946-2

  日期：1970.7

  with H2S2 or Na2S2 leads to the formation of bis-(dialkylboryl)disulfanes,R2B-S-S-BR2(VI). This new class of compounds exhibits a high thermal, but a low hydrolytical, stability. Attempts to obtain diborylsulfanes, R2B-S-BR2(V), by removing one sulfur atom from (VI) result in products formed by the rearrangement of (V). The reaction of disilthiane with dialkylhaloborane yields (V), stable only in solution

  二烷基碘硼烷与硫之间的氧化还原反应以及二烷基卤硼烷与H 2 S 2或Na 2 S 2的反应导致形成双-（二烷基硼基）二硫醚R 2 B-SS-BR 2（VI）。这类新化合物显示出高的热稳定性，但水解性却很低。尝试获得二硼烷基硫烷，R 2 B-S-BR 2（V），通过从（VI）中除去一个硫原子得到由（V）的重排形成的产物。二甲噻吩与二烷基卤硼烷的反应产生（V），仅在溶液中稳定。稳定的二硼烷基硫烷是由二苯基碘硼烷和甲硅烷基或硫，以及通过合适的硼烷基硫醚的热缩合而获得的。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.9, 6.4, page 315 - 321
  作者：

  DOI：——

  日期：——
• Synthesis and the Thermal and Catalytic Dehydrogenation Reactions of Amine-Thioboranes
  作者：Alasdair P. M. Robertson、Mairi F. Haddow、Ian Manners

  DOI：10.1021/ic3008188

  日期：2012.8.6

  A series of trimethylamine-thioborane adducts, Me3N center dot BH2SR (R = tBu [2a], nBu [2b], iPr [2c], Ph [2d], C6F5 [2e]) have been prepared and characterized. Attempts to access secondary and primary amine adducts of thioboranes via amine-exchange reactions involving these species proved unsuccessful, with the thiolate moiety shown to be vulnerable to displacement by free amine. However, treatment of the arylthioboranes, [BH2-SPh](3) (9) and C6F5SBH2 center dot SMe2 (10) with Me2NH and iPr(2)NH successfully yielded the adducts Me2NH center dot BH2SR (R = Ph [11a], C6F5 [12a]) and iPr(2)NH center dot BH2SR (R = Ph [11b], C6F5 [12b]) in high yield. These adducts were also shown to be accessible via thermally induced hydrothiolation of the aminoboranes Me2N=BH2, derived from the cyclic dimer [Me2N-BH2](2) (13), and iPr(2)N=BH2 (14), respectively. Attempts to prepare the aliphatic thiolate substituted adducts R2NH center dot BH2SR' (R = Me, iPr; R' = tBu, nBu, iPr) via this method, however, proved unsuccessful, with the temperatures required to facilitate hydrothiolation also inducing thermal dehydrogenation of the amine-thioborane products to form aminothioboranes, R2N=BH(SR'). Thermal and catalytic dehydrogenation of the targeted amine-thioboranes, 11a/11b and 12a/12b were also investigated. Adducts 11b and 12b were cleanly dehydrogenated to yield iPr(2)N=BH(SPh) (22) and iPr(2)N=BH(SC6F5) (23), respectively, at 100 degrees C (18 h, toluene), with dehydrogenation also possible at 20 degrees C (42 h, toluene) with a 2 mol % loading of [Rh(mu-Cl)cod](2) in the case of the former species. Similar studies with adduct ha evidenced a competitive elimination of H-2 and HSPh upon thermolysis, and other complex reactivity under catalytic conditions, whereas the fluorinated analogue 12a was found to be resistant to dehydrogenation.
• Amine Boranes. VII. The Preparation of Dialkyl Alkylthioboronate and Trialkylthioborate Esters¹
  作者：M. Frederick Hawthorne

  DOI：10.1021/ja01467a022

  日期：1961.3