1-溴-2,4-二甲基戊烷 | 6570-91-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 中文名称: 1-溴-2,4-二甲基戊烷
• 英文名称: (+)(R)-1-Brom-2.4-dimethylpentan
• 英文别名: 1-Bromo-2,4-dimethylpentane
• CAS: 6570-91-8
• 化学式: C₇H₁₅Br
• mdl: MFCD20386415
• 分子量: 179.1
• InChiKey: SQPLOXIDSDCSKA-UHFFFAOYSA-N

物化性质

• 沸点：
  68 °C(Press: 30 Torr)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  8
• 可旋转键数：
  3
• 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-溴-2,4-二甲基戊烷 生成 2,6,8-三甲基-4-壬醇
  参考文献：
  名称：

  Pucci,S. et al., Gazzetta Chimica Italiana, 1968, vol. 98, p. 421 - 432

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 2,4-dimethyl-4-pentenoate 在 palladium on activated charcoal 吡啶 、 lithium aluminium tetrahydride 、 氢气 、 lithium bromide 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 2.0h， 生成 1-溴-2,4-二甲基戊烷
  参考文献：
  名称：

  Neutral compounds from male castoreum of North American beaver,Castor canadensis

  摘要：

  North American beavers (Casio, canadensis) mark their territories with castoreum, the strong-smelling paste in their castor sacs. In their own territories, beavers respond with scent marking to experimental scent marks that consist of strange castoreum (or selected components). In part, the unique odor of castoreum is due to large amounts of phenolic compounds rind neutral compounds. Purifed neutral compounds were analyzed by GC, GC-MS, and NMR; identities of the neutral compounds were confirmed by comparing the properties of authentic compounds with those of the isolated compounds. We identified 13 neutral compounds that had not been reported before for castoreum. Most of these are oxygen-containing monoterpenes, Of the nine neutral compounds reported by Lederer (1949), only three are confirmed in our analysis; the other six neutral compounds are either absent or are not volatile enough to be detected by our methods. Eight compounds-6-methyl-1-heptanol, 4,6-dimethyl-1-heptanol, isopinocamphone, pinocamphone, two linalool oxides, and their acetates-were synthesized for structure identification and bioassays.

  DOI：

  10.1007/bf02033674

文献信息

• Hydroalumination of alkenes by the LiAlH4 � 3AlBr3 system
  作者：E. V. Gorobets、O. V. Shitikova、S. I. Lomakina、G. A. Tolstikov、A. V. Kuchin

  DOI：10.1007/bf00699198

  日期：1993.9

  3AlBr3 system in low-polar solvents was studied. Alkenes with mono-, di-, tri-, and tetraalkyl substituted, mono- and diaryl substituted double bonds and anthracene react at room temperature to give the corresponding dibromoaluminoalkanes in high yields. Benzylidenefluorene, tetraphenylethylene, naphthalene, and phenanthrene do not undergo hydroalumination under these conditions. Camphene, bicyclo[3.2

  研究了LiAlH4·3AlBr3体系在低极性溶剂中对一系列烯烃和一些稠合芳烃的加氢铝化反应。具有单-、二-、三-和四烷基取代的、单-和二芳基取代的双键的烯烃与蒽在室温下反应以高产率得到相应的二溴铝烷烃。亚苄基芴、四苯基乙烯、萘和菲在这些条件下不会发生氢铝化。莰烯、双环[3.2.1] oct-2-烯和降冰片烯提供相应的具有高立体选择性的有机铝化合物。对所得烷基丙烷和芳基丙烷进行氧化和卤代和酰基脱金属。
• METHOD FOR PREPARING VITTATALACTONE
  申请人：BREIT Bernhard

  公开号：US20110282075A1

  公开（公告）日：2011-11-17

  The present invention relates to the chemical synthesis of vittatalactone, the aggregation pheromone of the striped cucumber beetle, Acalymma vittatum.

  本发明涉及条纹黄瓜甲（Acalymma vittatum）聚集信息素vittatalactone的化学合成。
• Mechanistic Insights into the Origins of Selectivity in a Cu-Catalyzed C–H Amidation Reaction
  作者：Alistair J. Sterling、Nicodemo R. Ciccia、Yifan Guo、John F. Hartwig、Martin Head-Gordon

  DOI：10.1021/jacs.3c13822

  日期：2024.3.6

  inner-sphere to outer-sphere coupling between alkyl radicals and the active Cu(II) catalyst with increasing substitution of the alkyl radical. The combination of computational predictions and detailed experimental validation shows that simultaneous minimization of both Cu–C covalency and alkyl radical size increases the rate of reductive elimination and that both strongly electron-donating and electron-withdrawing

  C–H 到 C–N 键的催化转化提供了快速获得精细化学品和高性能材料的途径，但从未活化的 C(sp 3 )–H 键的无向胺化中实现高选择性仍然是一个突出的挑战。我们报道了铜催化的简单烷烃 C-H 酰胺化反应的反应性和选择性的起源。结合实验和计算机理研究以及能量分解技术，我们发现随着烷基取代度的增加，烷基自由基和活性 Cu(II) 催化剂之间的耦合机制从内层到外层的转换。计算预测和详细的实验验证相结合表明，Cu-C共价键和烷基自由基尺寸的同时最小化增加了还原消除的速率，并且催化剂上强给电子和吸电子取代基加速了选择性决定的C –N 键形成过程是机制变化的结果。这些发现为开发用于自由基 C-H 官能化反应的改进催化剂支架提供了设计原则。
• Fieser et al., Journal of the American Chemical Society, 1948, vol. 70, p. 3177
  作者：Fieser et al.

  DOI：——

  日期：——
• Bratulescu, George, Asian Journal of Chemistry, 2011, vol. 23, # 5, p. 2233 - 2234
  作者：Bratulescu, George

  DOI：——

  日期：——