1-butyl-4-deuteriobenzene | 72302-30-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-butyl-4-deuteriobenzene
• 英文别名: 1-butylbenzene-4-d；2-Deutero-n-butylbenzol
• CAS: 72302-30-8
• 化学式: C₁₀H₁₄
• 分子量: 135.213
• InChiKey: OCKPCBLVNKHBMX-QYKNYGDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  10.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  1,4-二溴苯 在 正丁基锂 、 重水 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 8.67h， 生成 1-butyl-4-deuteriobenzene
  参考文献：
  名称：

  超临界水中有机硅化合物的碳-硅键断裂

  摘要：

  发现芳基硅烷、烯基硅烷、烯丙基硅烷和烷基硅烷在超临界水中发生极其容易和快速的 C-Si 键断裂。即使使用稳定的未活化四烷基硅烷，也会发生快速的 C-Si 键断裂。对照实验揭示了超临界和亚临界条件之间以及超临界水和超临界甲醇之间的巨大差异，证明了超临界水在 C-Si 键断裂中具有独特的反应性。还发现酸，例如 HCl、HBr 和 H 2 SO 4 ，会促进超临界水中的 C-Si 键断裂。

  DOI：

  10.1246/bcsj.77.2071

文献信息

• Efficient and Rapid C−Si Bond Cleavage in Supercritical Water
  作者：Kenichiro Itami、Koji Terakawa、Jun-ichi Yoshida、Okitsugu Kajimoto

  DOI：10.1021/ja034227g

  日期：2003.5.1

  extremely facile and rapid C-Si bond cleavage in supercritical water. The rapid C-Si bond cleavage occurred even with robust unactivated tetraalkylsilanes. The control experiments revealed the dramatic difference between supercritical and subcritical conditions and that between supercritical water and supercritical methanol, attesting to a unique reactivity of supercritical water in C-Si bond cleavage.

  发现芳基硅烷、烯基硅烷、烯丙基硅烷和烷基硅烷在超临界水中发生极其容易和快速的 C-Si 键断裂。即使使用稳定的未活化四烷基硅烷，也会发生快速的 C-Si 键断裂。对照实验揭示了超临界和亚临界条件之间以及超临界水和超临界甲醇之间的巨大差异，证明了超临界水在 C-Si 键断裂中具有独特的反应性。
• Photoinduced catalyst-free deborylation–deuteration of arylboronic acids with D₂O
  作者：Yatao Lang、Xiangjun Peng、Chao-Jun Li、Huiying Zeng

  DOI：10.1039/d0gc01649g

  日期：——

  deborylation–deuteration of arylboronic acids with D2O is reported. The protocol was compatible with a variety of functionalities, including halogen, alkoxy, cyano, sulfonyl, trimethylsilyl, trifluoromethoxy, alkyl, hydroxyl, free acid, amide, and heteroaromatic rings. A wide range of deuterated products were obtained in good yields with a high level of deuteration. This method provides a green and practical

  在本文中，报道了用D 2 O进行的新型光诱导的无催化剂脱芳基化-芳基硼酸氘化反应。该方案与多种功能兼容，包括卤素，烷氧基，氰基，磺酰基，三甲基甲硅烷基，三氟甲氧基，烷基，羟基，游离酸，酰胺和杂芳族环。以高收率和高收率获得了多种氘代产品。该方法为在温和条件下合成氘标记的化合物提供了绿色实用的途径。
• Copper-Mediated Fluorination of Arylboronate Esters. Identification of a Copper(III) Fluoride Complex
  作者：Patrick S. Fier、Jingwei Luo、John F. Hartwig

  DOI：10.1021/ja310909q

  日期：2013.2.20

  A method for the direct conversion of arylboronate esters to aryl fluorides under mild conditions with readily available reagents is reported. Tandem reactions have also been developed for the fluorination of arenes and aryl bromides through arylboronate ester intermediates. Mechanistic studies suggest that this fluorination reaction occurs through facile oxidation of Cu(I) to Cu(III), followed by rate-limiting transmetalation of a bound arylboronate to Cu(III). Fast C-F reductive elimination is proposed to occur from an aryl- copper(III)-fluoride complex. Cu(III) intermediates have been generated independently and identified by NMR spectroscopy and ESI-MS.
• Copper-Mediated Fluorination of Aryl Iodides
  作者：Patrick S. Fier、John F. Hartwig

  DOI：10.1021/ja304410x

  日期：2012.7.4

  The synthesis of aryl fluorides has been studied intensively because of the importance of aryl fluorides in pharmaceuticals, agrochemicals, and materials. The stability, reactivity, and biological properties of aryl fluorides can be distinct from those of the corresponding arenes. Methods for the synthesis of aryl fluorides, however, are limited. We report the conversion of a diverse set of aryl iodides to the corresponding aryl fluorides. This reaction occurs with a cationic copper reagent and silver fluoride. Preliminary results suggest this reaction is enabled by a facile reductive elimination from a cationic arylcopper(III) fluoride.
• SHONO TATSUYA; MATSUMURA YOSHIHIRO; TSUBATA KENJI, CHEM. LETT., 1979, NO 9, 1051--1054
  作者：SHONO TATSUYA、 MATSUMURA YOSHIHIRO、 TSUBATA KENJI

  DOI：——

  日期：——