1,2-双(叔丁基二甲基硅烷基)肼 | 10000-20-1

• 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
• 中文名称: 1,2-双(叔丁基二甲基硅烷基)肼
• 英文名称: 1,2-bis(tert-butyldimethylsilyl)hydrazine
• 英文别名: bis-TBDMS hydrazine；TBDMSNH-NHTBDMS；(TBSNH)2；1,2-Bis--hydrazin；1,2-Bis-(tert-butyl-dimethyl-silyl)-hydrazin；1,2-Bis-(tert-butyldimethylsilyl)hydrazine；1,2-bis[tert-butyl(dimethyl)silyl]hydrazine
• CAS: 10000-20-1
• 化学式: C₁₂H₃₂N₂Si₂
• 分子量: 260.57
• InChiKey: AIZSLKRCSRDHKC-UHFFFAOYSA-N

物化性质

• 沸点：
  60-62°C/ 1-2 mm Hg
• 密度：
  0.825±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  4.09
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  1,2-双(叔丁基二甲基硅烷基)肼 在 正丁基锂 作用下， 以 正己烷 为溶剂， 反应 1.0h， 以86%的产率得到Li2-N,N'-bis(tert-butyldimethylsilyl)hydrazine
  参考文献：
  名称：

  Metzler, Nils; Noeth, Heinrich; Sachdev, Hermann, Angewandte Chemie, 1994, vol. 106, # 17, p. 1837 - 1839

  摘要：

  DOI：
• 作为产物：
  描述：

  tert-butyldimethylfluorosilane 在 三甲基氯硅烷 、 三氯化铝 、 肼 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 1,2-双(叔丁基二甲基硅烷基)肼
  参考文献：
  名称：

  Anionic Rearrangement of Hydrazines. II.¹ Isomers of Bis(organosilyl)hydrazines²

  摘要：

  DOI：

  10.1021/ja00972a022
• 作为试剂：
  描述：

  溴代十五烷 在 1,2-双(叔丁基二甲基硅烷基)肼 、 二异丁基氢化铝 、 scandium tris(trifluoromethanesulfonate) 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 24.0h， 生成 3-ethyl-3-methylheptadecane
  参考文献：
  名称：

  Total Synthesis and Structural Verification of Some Novel Branched Alkanes with Quaternary Carbons Isolated from Diverse Geological Sources

  摘要：

  With a view to the authentication of an unusual series of branched alkanes with quaternary centers (BAQCs) isolated from geological samples, and whose structures rest on the interpretation of EI-mass spectral fragmentation patterns, the total synthesis of 3-ethyl-3-methylheptadecane, 3,3-dimethylheptadecane, 3,3,11,11-tetraethyltridecane, and 5,5,7,7-tetraethylundecane is described. The GC-MS data of the first two samples are identical with those of the isolates and confirm their structures. However, the GC-MS data of the two more highly branched structures do not match those of the geological isolates leading to the conclusion that these structures were erroneously assigned.

  DOI：

  10.1021/jo0603983

文献信息

• Methods for the synthesis of carbon-13 labelled acids and esters
  作者：Angela C. Jordan、Lorraine C. Axford、John R. Harding、Yvonne O'Connell、Thomas J. Simpson、Christine L. Willis

  DOI：10.1002/jlcr.1198

  日期：2007.4

  Syntheses of isotopically labelled putative biosynthetic intermediates to the natural products monocerin 1, hectochlorin 2 and strobilurin A 3 are described. For the preparation of [9,10-13C2]dihydroisocoumarin 10, a stereoselective aldol condensation of 13C2-acetylated chiral auxiliary 5 was used to assemble the labelled C9-C14 fragment. The preferred approaches to the syntheses of [1,2-13C2]5,5-dichlorohexanoic acid 15 and the N-acetylcysteamine derivative of [1,2-13C2]cinnamic acid 19 involved a Horner-Wadsworth-Emmons chain extension and Knoevenagel reaction, respectively. Copyright © 2007 John Wiley & Sons, Ltd.

  报道了用于合成天然产物monocerin 1、hectochlorin 2和strobilurin A 3的同位素标记假定生物合成中间体的合成方法。为了制备[9,10-13C2]二氢异香豆素10，利用13C2-乙酰化的手性辅剂5的立体选择性羟醛缩合反应来组装标记的C9-C14片段。合成[1,2-13C2]5,5-二氯己二酸15和[1,2-13C2]肉桂酸的N-乙酰半胱氨酸衍生物19的首选方法分别涉及Horner-Wadsworth-Emmons链延伸和Knoevenagel反应。版权所有 © 2007 John Wiley & Sons, Ltd.
• A General Procedure for the Esterification of Carboxylic Acids with Diazoalkanes Generated in Situ by the Oxidation of <i>N</i>-<i>tert</i>-Butyldimethylsilylhydrazones with (Difluoroiodo)benzene
  作者：Michael E. Furrow、Andrew G. Myers

  DOI：10.1021/ja0459779

  日期：2004.10.1

  bimolecular reaction of carboxylic acids with diazoalkanes to form esters is among the mildest and most efficient of organic transformations but is seldom used in synthesis beyond the important case of methyl esterification. This is largely a consequence of the inaccessibility and poor stability of higher diazoalkanes as substrates. In this work we describe a new method for the synthesis of diazoalkanes by

  羧酸与重氮烷烃形成酯的双分子反应是最温和和最有效的有机转化之一，但除了重要的甲基酯化反应外，很少用于合成。这在很大程度上是由于作为底物的高级重氮烷烃难以接近且稳定性差的结果。在这项工作中，我们描述了一种通过用（二氟碘）苯氧化 N-叔丁基二甲基甲硅烷基腙 (TBSH) 来合成重氮烷烃的新方法，这是一种迄今为止未在腙氧化的背景下探索的试剂。当在羧酸底物存在下进行时，氧化导致有效的原位酯化。除了大大扩展了现在可用于酯化的重氮烷烃的范围之外，
• SUBSTITUTED ARYLCYCLOPENTENES AS THERAPEUTIC AGENTS
  申请人：Donde Yariv

  公开号：US20090270387A1

  公开（公告）日：2009-10-29

  Compounds comprising or a pharmaceutically acceptable salt or a prodrug thereof, are disclosed, wherein Y, A, and B are as described. Methods, compositions, and medicaments related thereto are also disclosed.

  包含Y、A和B的化合物或其药用盐或前药的方法、组合物和药物也被揭示。
• Total Synthesis of the Diazobenzofluorene Antibiotic (−)-Kinamycin C
  作者：Xiaoguang Lei、John A. Porco

  DOI：10.1021/ja066621v

  日期：2006.11.1

  The enantioselective total synthesis of the diazobenzofluorene antibiotic (-)-kinamycin C is reported. The approach involves tartrate-mediated, asymmetric nucleophilic epoxidation of a functionalized quinone monoketal to construct the highly substituted D-ring.

  报道了重氮苯并芴抗生素 (-)-kinamycin C 的对映选择性全合成。该方法涉及酒石酸盐介导的功能化醌单缩酮的不对称亲核环氧化，以构建高度取代的 D 环。
• MONO-, BIS-, TRIS-, TETRAKIS(SILYL)HYDRAZINE, BIS-UND TRIS(HYDRAZINO)SILANE: SYNTHESE UND KRISTALLSTRUKTUREN
  作者：Katrin Bode、Uwe Klingebiel、Henning Witte-abel、Matthias Gluth、Mathias Noltemeyer、Regine Herbst-irmer、Martina Schäfer、Walid Shomaly

  DOI：10.1080/10426509608029646

  日期：1996.1.1

  Abstract Bulky fluorosilanes react with monolithiated hydrazine to give the stable mono(silyl)hydrazines H2N-NHR 1–3 [(R = Si(CMe3)2Me (1), R = Si(CMe3)2Ph (2), R = SiCMe3(CHMe2)2 (3)]. In a condensation reaction the symmetric bis(silyl)hydrazines 4 and 5 are obtained by 2 and 3 losing hydrazine. The reaction of lithiated 1, 2 and 3 with fluorosilanes leads to the formation of the asymmetric bis(silyl)hydrazines

  在 12 与二氟二甲基硅烷和叔丁基氟二甲基硅烷的反应中，形成了取代产物 (CMe3)HN-N(SiMe3)R 13 和 14 [R = SiFMe2 (13), R = Si(CMe3)Me2 (14)] . 这...