methyl 10-bromoundec-10-enoate | 54211-28-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 10-bromoundec-10-enoate
• CAS: 54211-28-8
• 化学式: C₁₂H₂₁BrO₂
• 分子量: 277.202
• InChiKey: KJCWIASOVZOXAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  methyl 11-(trimethylsilyl)undec-10-ynoate 在 氢溴酸 作用下， 生成 methyl 10-bromoundec-10-enoate
  参考文献：
  名称：

  Addition of hydrogen bromide to 1-trimethylsilyl-1-alkynes. Convenient synthesis of 2-bromo-1-alkenes

  摘要：

  DOI：

  10.1021/jo00936a042

文献信息

• Metal-free regioselective hydrobromination of alkynes through C H/C Br activation
  作者：Xiuling Chen、Tieqiao Chen、Yuqiang Xiang、Yongbo Zhou、Daoqing Han、Li-Biao Han、Shuang-Feng Yin

  DOI：10.1016/j.tetlet.2014.06.070

  日期：2014.8

  A metal-free regioselective hydrobromination of alkynes has been developed to provide the Markovnikov-type vinyl bromides in good yields using dibromomethane/N,N-dimethylaniline as in-situ 'HBr' source. This protocol also represents an elegant example of the activation of sp(2) C-H and C-Br bonds in one pot, in which 'HBr' is generated and transferred under mild metal-free conditions. D-incorporated experiments were employed to investigate the reaction mechanism and a plausible reaction path was proposed. (C) 2014 Elsevier Ltd. All rights reserved.
• Organic synthesis using haloboration reaction. I. A simple and selective synthesis of 2-bromo- and 2-iodo-1-alkenes
  作者：Shoji Hara、Hidetaka Dojo、Satoru Takinami、Akira Suzuki

  DOI：10.1016/s0040-4039(00)81511-7

  日期：1983.1
• HARA, SHOJI;DOJO, HIDETAKA;TAKINAMI, SATORU;SUZUKI, AKIRA, TETRAHEDRON LETT., 1983, 24, N 7, 731-734
  作者：HARA, SHOJI、DOJO, HIDETAKA、TAKINAMI, SATORU、SUZUKI, AKIRA

  DOI：——

  日期：——
• SUZUKI, AKIRA;HARA, SHOJI, J. SYNTH. ORG. CHEM., JAP., 1985, 43, N 2, 100-111
  作者：SUZUKI, AKIRA、HARA, SHOJI

  DOI：——

  日期：——