1-chloro-2,2,3,3-tetramethylbutane | 116496-44-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 英文名称: 1-chloro-2,2,3,3-tetramethylbutane
• 英文别名: Chlorhexamethylaethan；1-Chlor-2,2,3,3-tetramethyl-butan
• CAS: 116496-44-7
• 化学式: C₈H₁₇Cl
• mdl: MFCD19233271
• 分子量: 148.676
• InChiKey: HJPKTCDUDRYVMU-UHFFFAOYSA-N

物化性质

• 沸点：
  148.5±8.0 °C(Predicted)
• 密度：
  0.864±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  1-chloro-2,2,3,3-tetramethylbutane 在 sodium hydroxide 、 potassium permanganate 、 乙醚 、 氧气 、 magnesium 作用下， 生成 2,2,3,3-tetramethyl-butyric acid
  参考文献：
  名称：

  Whitmore; Marker; Plambeck, Journal of the American Chemical Society, 1941, vol. 63, p. 1628

  摘要：

  DOI：
• 作为产物：
  描述：

  六甲基乙烷 在 吡啶 、 氯化亚砜 、 双氧水 、 溶剂黄146 、 C₄₆H₄₀F₁₈MnN₆O₆S₂ 作用下， 反应 25.0h， 生成 1-chloro-2,2,3,3-tetramethylbutane
  参考文献：
  名称：

  10.1002/anie.202402858

  摘要：

  AbstractThe tert‐butyl group is a common aliphatic motif extensively employed to implement steric congestion and conformational rigidity in organic and organometallic molecules. Because of the combination of a high bond dissociation energy (~100 kcal mol−1) and limited accessibility, in the absence of directing groups, neither radical nor organometallic approaches are effective for the chemical modification of tert‐butyl C−H bonds. Herein we overcome these limits by employing a highly electrophilic manganese catalyst, [Mn(CF3bpeb)(OTf)2], that operates in the strong hydrogen bond donor solvent nonafluoro‐tert‐butyl alcohol (NFTBA) and catalytically activates hydrogen peroxide to generate a powerful manganese‐oxo species that effectively oxidizes tert‐butyl C−H bonds. Leveraging on the interplay of steric, electronic, medium and torsional effects, site‐selective and product chemoselective hydroxylation of the tert‐butyl group is accomplished with broad reaction scope, delivering primary alcohols as largely dominant products in preparative yields. Late‐stage hydroxylation at tert‐butyl sites is demonstrated on 6 densely functionalized molecules of pharmaceutical interest. This work uncovers a novel disconnection approach, harnessing tert‐butyl as a potential functional group in strategic synthetic planning for complex molecular architectures.

  DOI：

  10.1002/anie.202402858

文献信息

• Chlorination of aliphatic hydrocarbons, aromatic compounds, and olefins in subcritical carbon tetrachloride
  作者：Kiyoshi Tanemura、Tsuneo Suzuki、Yoko Nishida、Takaaki Horaguchi

  DOI：10.1016/j.tetlet.2008.08.082

  日期：2008.11

  The reactions of various substrates including aliphatic hydrocarbons, aromatic compounds, and olefins were investigated in subcritical carbon tetrachloride. Ketones and sulfones were stable under the employed conditions. The coupling adducts between olefins and carbon tetrachloride were obtained from the reactions of olefins.

  在亚临界四氯化碳中研究了包括脂肪烃，芳族化合物和烯烃在内的各种底物的反应。酮和砜在使用条件下是稳定的。烯烃与四氯化碳之间的偶联加合物由烯烃的反应获得。
• CHEMICAL COMPOUNDS
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：US20160159819A1

  公开（公告）日：2016-06-09

  The invention relates to pyrrolone compounds of the formula (I), wherein X, R a , R b , R c , R 1 , R 2 and R 3 are as defined in the specification. Furthermore, the present invention relates to processes and intermediates for making compounds of formula (I), to herbicidal compositions comprising these compounds and to methods of using these compounds to control plant growth.

  本发明涉及式（I）的吡咯烷化合物，其中X，Ra，Rb，Rc，R1，R2和R3如规范中所定义。此外，本发明还涉及制备式（I）化合物的方法和中间体，包括这些化合物的除草剂组合物以及使用这些化合物控制植物生长的方法。
• DEUTERIUM-MODIFIED CFTR MODULATORS
  申请人：VERTEX PHARMACEUTICALS (EUROPE) LIMITED

  公开号：US20190048020A1

  公开（公告）日：2019-02-14

  This invention relates to novel 4,4,5,5,7,7-hexamethyl-5,7-dihydro-4H-thieno[2,3-c]pyranyl compounds, and pharmaceutically acceptable salts thereof. This invention also provides compositions comprising a compound of this invention and the use of such compositions in methods of treating diseases and conditions that are beneficially treated by administering cystic fibrosis transmembrane conductance regulator (CFTR) modulators.
• US9605004B2
  申请人：——

  公开号：US9605004B2

  公开（公告）日：2017-03-28
• Whitmore; Marker; Plambeck, Journal of the American Chemical Society, 1941, vol. 63, p. 1628
  作者：Whitmore、Marker、Plambeck

  DOI：——

  日期：——