pinacolone hydrazone | 29443-45-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: pinacolone hydrazone
• 英文别名: 3,3-Dimethyl-2-butanone hydrazone；2-hydrazono-3,3-dimethylbutane；3,3-Dimethyl-butan-2-on-hydrazon；Pinakolonhydrazon；3,3-dimethyl-butan-2-one hydrazone；t-butylmethylketone hydrazone；tert-butylmethylhydrazone；Pinakolinhydrazon；Me3CC(Me)=N-NH2；3,3-dimethylbutan-2-ylidenehydrazine
• CAS: 29443-45-6
• 化学式: C₆H₁₄N₂
• 分子量: 114.191
• InChiKey: HQEFLSCEXXFMQV-UHFFFAOYSA-N

物化性质

• 沸点：
  162 °C(Press: 740 Torr)
• 密度：
  0.86±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  38.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  pinacolone hydrazone 在 氢氧化钾 、 platinized fired clay 作用下， 生成 2,2-二甲基丁烷
  参考文献：
  名称：

  Kishner, Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1915, vol. 47, p. 1102

  摘要：

  DOI：
• 作为产物：
  描述：

  3,3-Dimethyl-2-butanone N,N-dimethylhydrazone 在 肼 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以70%的产率得到pinacolone hydrazone
  参考文献：
  名称：

  Advantageous Syntheses of Diazo Compounds by Oxidation of Hydrazones with Lead Tetraacetate in Basic Environments

  摘要：

  Varied sensitive diazo compounds 3 are produced efficiently and safely in 3-6 g quantities by oxidation (eq 1) of hydrazones 1 at -78 degrees C with lead tetraacetate (2) in triethylamine/chloroform, N-methylmorpholine/dimethylformamide, tetramethylguanidine (8)/dimethylformamide, and tetramethylguanidine/methylene chloride, respectively, upon use of appropriate workup and handling techniques. New and improved nonhazardous procedures have been developed for preparing and handling hydrazones 1 from aldehydes and ketones in reactions with excess hydrazine.

  DOI：

  10.1021/jo00120a013

文献信息

• Anti-Bredt N-heterocyclic carbene: an efficient ligand for the gold(i)-catalyzed hydroamination of terminal alkynes with parent hydrazine
  作者：María J. López-Gómez、David Martin、Guy Bertrand

  DOI：10.1039/c3cc41279b

  日期：——

  An anti-Bredt N-heterocyclic carbene gold(I) chloride complex was synthesized by taking advantage of the reversible insertion of the free carbene into the NH bond of hexamethyldisilazane. This precatalyst promotes the parent hydrazine hydroamination of terminal alkynes at room temperature.

  通过利用自由卡宾可逆地插入六甲基二硅氮烷的NH键中，合成了抗Bredt N-杂环卡宾金（I）氯化物络合物。该预催化剂在室温下促进末端炔烃的母体肼加氢胺化。
• Stereoelectronic Effects in Diastereoselective Formation of Fulleroids
  作者：Hiroshi Kitamura、Ken Kokubo、Takumi Oshima

  DOI：10.1021/ol701789u

  日期：2007.9.1

  effects on diastereoselective formation of fulleroids in the reactions of C(60) with various unsymmetrical diazoalkanes were investigated. The steric demand on the stereochemical course of reactions dominated the diastereoselectivity for diazoalkanes bearing aliphatic as well as monosubstituted pi-resonating groups, whereas the stereoelectronic effects of coexisting pi-resonating aromatic and cyclopropyl

  研究了取代基对C（60）与各种不对称重氮烷烃反应中富勒烯非对映选择性形成的影响。对立体化学反应过程的空间需求主导了带有脂肪族和单取代pi-共振基团的重氮烷烃的非对映选择性，而同时存在的pi-共振芳族基和环丙基基团的立体电子效应在自由基中间体的闭环中起着至关重要的作用。 ，取代空间需求。
• A convenient synthesis of N-isothiocyanatoimines
  作者：Carsten Berg

  DOI：10.1039/c39740000122

  日期：——

  A new synthesis of N-isothiocyanatoimines has been developed which involves reaction of triethylammonium 3-alkylidenedithiocarbazate with thiophosgene.

  已经开发出一种新的N-异硫氰酸根合亚胺的合成方法，该方法涉及使3-亚烷基二烯基二硫代氨基甲酸三乙铵与硫光气反应。
• Thermische Isomerisierung eines Silenketazins zum Diazasilacyclopenten: Experimentelle und theoretische Untersuchungen
  作者：Martin Görth、Sascha Abraham、Stefan Schmat、Holger Ott、Dietmar Stalke、Uwe Klingebiel

  DOI：10.1515/znb-2010-0203

  日期：2010.2.1

  Me3C(Me)C=N-NH-SiF[N(CHMe2)2]2 1. The lithium salt of 1, Me3 C(Me)C=N- N(Li)SiF[N(CHMe2)2]2, 1a, prepared in the reaction of 1 with n-C4H9Li, is substituted with F2BN(SiMe3)2 forming Me3C(Me)C=N-NBFN(SiMe3)2SiF[N(CHMe2)2]2, 2. Experiments to synthesise the silaketazine, Me3C(Me)C=N-N=Si[N(CHMe2)2], III, via LiF-elimination from 1a lead to the intramolecular formation of an N-functional 1,2-diaza-3-silacyclopentene

  叔丁基甲基腙锂 II, Me3C(Me)C=N-NHLi，与 F 反应2硅[N(CHMe2)2]2给我3C(Me)C=N-NH-SiF[N(CHMe2)2]21. 1，Me的锂盐3C(Me)C=N-N(Li)SiF[N(CHMe2)2]2, 1a, 由 1 与 nC 反应制备4H9Li, 被 F 取代2BN(硅镁3)2形成我3C(Me)C=N-NBFN(SiMe3)2SiF[N(CHMe2)2]2, 2. 合成硅酮嗪的实验，Me3C(Me)C=NN=Si[N(CHMe2)2], III, 通过从 1a 中消除 LiF 导致分子内形成 N 官能 1,2-diaza-3-silacyclopentene, H2CC(CMe3)=N-NHSi[N(CHMe2)2]2, 3, 它是 III 的结构异构体。3的NH单元可以用nC锂化4H9Li. 锂盐与 F 反应2BN(硅镁3)2形成取代的环化合物4
• Novel benzohydrazide derivatives as herbicides and desiccant compositions containing them
  申请人：ISHIHARA SANGYO KAISHA, LTD.

  公开号：US20040018942A1

  公开（公告）日：2004-01-29

  The compound of the formula 1 wherein Y, X, Z, T and Q are defined in the specification,

  该式的化合物，其中Y，X，Z，T和Q在说明中定义。