2-溴-2-甲基丙醛 | 13206-46-7

• 物质功能分类: 有机原料 - 醛类化合物
• 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: 2-溴-2-甲基丙醛
• 英文名称: 2-bromo-2-methylpropanal
• CAS: 13206-46-7
• 化学式: C₄H₇BrO
• 分子量: 151.003
• InChiKey: KLTWFFAVGWWIKL-UHFFFAOYSA-N

物化性质

• 熔点：
  111-112 °C
• 沸点：
  113°C (rough estimate)
• 密度：
  1.3830

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2913000090
• 储存条件：
  -20°C，避光，惰性气体

反应信息

• 作为反应物：
  描述：

  2-溴-2-甲基丙醛 在 sodium hydroxide 、 硫化氢 作用下， 以 水 为溶剂， 反应 1.0h， 以91%的产率得到3,3,6,6-tetramethyl-[1,4]dithiane-2,5-diol
  参考文献：
  名称：

  Gasteiger, Johann; Strauss, Ulrich, Chemische Berichte, 1981, vol. 114, # 6, p. 2336 - 2347

  摘要：

  DOI：
• 作为产物：
  描述：

  1,1-Diaethoxy-2-brom-2-methyl-propan 在 1,4-二氧六环 、 盐酸 作用下， 生成 2-溴-2-甲基丙醛
  参考文献：
  名称：

  Alexander, Journal of the American Chemical Society, 1948, vol. 70, p. 2593

  摘要：

  DOI：
• 作为试剂：
  描述：

  苯乙烯 在 2-溴-2-甲基丙醛 、 氢溴酸 作用下， 以 乙酸乙酯 为溶剂， 23.0 ℃ 、101.32 kPa 条件下， 反应 0.5h， 生成 (1-溴乙基)苯 、 乙基溴苯
  参考文献：
  名称：

  .alpha.-Bromo Carbonyl Compounds as Promoters for the Synthesis of (2-Bromoethyl)benzene by the Anti-Markovnikov Addition of Hydrogen Bromide to Styrene

  摘要：

  The synthesis of (2-bromoethyl)benzene by the anti-Markovnikov addition of gaseous hydrogen bromide to styrene has been found to be promoted by alpha-bromo carbonyl compounds such as 2-bromo-2-methylpropanal. These compounds were found to catalyze the ''abnormal'' addition in a variety of solvents such as ethyl acetate, heptane, toluene and dioxane. High concentrations of 2-bromo-2-methylpropanal and hydrogen bromide and low concentrations of styrene favor formation of (2-bromoethyl)benzene. Using the free-radical catalyzed cyclization of 6-bromo-1-hexene as a probe we have found that the 2-bromo-2-methylpropanal does not in itself initiate a free-radical chain reaction by thermal formation of radicals. Instead, radicals may react with 2-bromo-2-methylpropanal to form relatively stable 2-methylpropanal radicals. The presence of such radicals increases the effective length or inhibits termination of the free-radical chain reaction (propagation) and in the case of hydrobromination of styrene raises the yield of (2-bromoethyl)benzene.

  DOI：

  10.1021/jo00110a040

文献信息

• [EN] IMMUNOPROTEASOME INHIBITORS<br/>[FR] INHIBITEURS D'IMMUNOPROTÉASOME
  申请人：PRINCIPIA BIOPHARMA INC

  公开号：WO2018136401A1

  公开（公告）日：2018-07-26

  Provided herein are compounds, such as a compound of Formula (I), as described herein, or a pharmaceutically acceptable salt thereof, that are immunoproteasome (such as LMP2 and LMP7) inhibitors. The compounds described herein can be useful for the treatment of diseases treatable by inhibition of immunoproteasomes. Also provided herein are pharmaceutical compositions containing such compounds and processes for preparing such compounds.

  本文提供了化合物，例如所述的化合物的化学式(I)，或其药用可接受的盐，这些化合物是免疫蛋白酶体（如LMP2和LMP7）抑制剂。本文描述的化合物可用于治疗通过抑制免疫蛋白酶体可治疗的疾病。本文还提供了含有这些化合物的药物组合物以及制备这些化合物的方法。
• Cu-Catalyzed Stereoselective γ-Alkylation of Enones
  作者：Xiaohong Chen、Xiaoguang Liu、Justin T. Mohr

  DOI：10.1021/jacs.6b02565

  日期：2016.5.25

  This method constitutes a novel approach to the challenging 1,6-dioxygenation motif. A range of γ-substituted enones, including many bearing all-carbon quaternary centers, are available through a simple protocol under mild reaction conditions with superb functional group compatibility. Excellent stereoinduction is observed providing controlled access to challenging stereochemical arrays.

  使用 α-卤代羰基化合物和二烯醇醚通过 Cu(II) 催化形成一般的区域选择性和立体选择性 γ-CC 键。这种方法构成了一种具有挑战性的 1,6-双加氧基序的新方法。一系列 γ 取代的烯酮，包括许多带有全碳四元中心的，可在温和的反应条件下通过简单的方案获得，并具有极好的官能团兼容性。观察到出色的立体诱导，提供对具有挑战性的立体化学阵列的受控访问。
• Hydroxyalkyl pyrid-2-yl dithiocarbamates, their preparation and their use
  申请人：Rhone-Poulenc Industries

  公开号：US04271167A1

  公开（公告）日：1981-06-02

  New dithiocarbamates of the formula: ##STR1## in which R.sub.1 is hydrogen or halogen in the 4-, 5- or 6-position, n is equal to 0 or 1, R.sub.2 represents hydrogen or various aliphatic or aromatic radicals which may be substituted, R.sub.3 represents hydrogen or various aliphatic radicals, and R.sub.4 represents a hydrogen atom or an alkyl radical, their optically active forms, and their salts, when such salts exist, are valuable anthelmintic agents. They may be made inter alia by reduction of the corresponding ketones.

  新二硫代氨基甲酸酯的公式为：##STR1##，其中R₁是4位、5位或6位的氢或卤素，n等于0或1，R₂代表氢或各种可能被取代的脂肪族或芳香族基团，R₃代表氢或各种脂肪族基团，R₄代表氢原子或烷基，它们的光学活性形式，以及它们的盐（如果存在的话），是宝贵的驱虫剂。它们可以通过例如还原相应的酮来制造。
• A Manifold Three-Step Synthetic Route to Polycyclic Annulated Hydantoins<i>via</i>Cyclic Imines
  作者：Fabian Brockmeyer、Denis Kröger、Timo Stalling、Pasqual Ullrich、Jürgen Martens

  DOI：10.1002/hlca.201200441

  日期：2012.10

  A new three‐step synthetic pathway to generate polycyclic annulated hydantoins via rarely investigated heterocyclic imines is described. This procedure includes a one‐pot reaction forming imines as precursor structures (e.g., Asinger reaction), followed by an Ugi reaction to build up a bisamide structure that allows a ring‐closing reaction to the targeted hydantoins via substitution. This pathway leads

  描述了一种通过很少研究的杂环亚胺生成多环带环乙内酰脲的新的三步合成途径。此程序包括一锅反应，形成亚胺作为前体结构（例如，Asinger反应），然后进行Ugi反应，以构建双酰胺结构，该双酰胺结构允许通过取代与目标乙内酰脲进行闭环反应。该途径导致具有潜在药理活性的多种物质。
• Stereospecific Synthesis of β-Lactams from Heterocyclic Imines Using the Staudinger Reaction
  作者：T. Stalling、K. Johannes、S. Polina、J. Martens

  DOI：10.1002/jhet.1688

  日期：2013.5

  The reactions of the heterocyclic imines 5,6‐dihydro‐2H‐[1,3]oxazines and 2H‐1,4‐benzothiazines with different substituted acetyl chlorides in the presence of triethylamine forming β‐lactams were examined focusing on the stereochemistry of the Staudinger reaction.

  在形成三乙胺的β-内酰胺存在下，研究了杂环亚胺5,6-二氢-2 H- [1,3]恶嗪和2 H -1,4-苯并噻嗪与不同取代的乙酰氯的反应施陶丁格反应的过程。