Z-2-bromohept-2-en-1-ol | 138619-85-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: Z-2-bromohept-2-en-1-ol
• 英文别名: 2-bromo-2-hepten-1-ol；(Z)-2-bromohept-2-en-1-ol
• CAS: 138619-85-9
• 化学式: C₇H₁₃BrO
• 分子量: 193.084
• InChiKey: LRAMUFJXLBKJOI-ALCCZGGFSA-N

物化性质

• 沸点：
  219.5±23.0 °C(Predicted)
• 密度：
  1.302±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  9.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  Z-2-bromohept-2-en-1-ol 、 N,N'-二环己基碳二亚胺 在 copper(I) oxide 、 potassium phosphate 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以75%的产率得到(4E)-4-[butylmethylidene]-3-cyclohexyl-2-cyclohexyliminooxazolidine
  参考文献：
  名称：

  Formation of substituted 2-iminooxazolidines via intermolecular 1,2-addition/intramolecular N-vinylation using 3-substituted-2-bromo-2-propen-1-ols as substrates

  摘要：

  The Cu2O-catalyzed reaction between equimolar amounts of easily available 3-substituted-2-bromo-2-propen-1-ols and dicyclohexyl carbodiimide in DMSO at 100 degrees C using K3PO4 as the base and in the absence of any additive exclusively delivers substituted 2-iminooxazolidines with yields up to 80%. The highly selective transformation is assumed to start with an intermolecular 1,2-addition, which is followed by an intramolecular N-vinylation. The products can also be obtained in the absence of Cu2O, albeit in lower yields. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2018.08.051
• 作为产物：
  描述：

  对苯二酚单乙醚 在 sodium tetrahydroborate 、 溴 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 Z-2-bromohept-2-en-1-ol
  参考文献：
  名称：

  Formation of substituted 2-iminooxazolidines via intermolecular 1,2-addition/intramolecular N-vinylation using 3-substituted-2-bromo-2-propen-1-ols as substrates

  摘要：

  The Cu2O-catalyzed reaction between equimolar amounts of easily available 3-substituted-2-bromo-2-propen-1-ols and dicyclohexyl carbodiimide in DMSO at 100 degrees C using K3PO4 as the base and in the absence of any additive exclusively delivers substituted 2-iminooxazolidines with yields up to 80%. The highly selective transformation is assumed to start with an intermolecular 1,2-addition, which is followed by an intramolecular N-vinylation. The products can also be obtained in the absence of Cu2O, albeit in lower yields. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2018.08.051

文献信息

• Preparation of allyl alcohols from monohalo- and gem-dihalobutylcyclopropanes in the presence of copper and its salt
  作者：O. S. Korneva、O. M. Nefedov

  DOI：10.1007/bf00961036

  日期：1991.11

  The reaction of gem-dibromo- or gem-dichlorobutylcyclopropanes with an equimolar amount of CuSO4 . 5H2O in a mixture of DMSO and water is accompanied by scission of the three-membered ring and formation of the corresponding 2-bromo- or 2-chloroallyl alcohols. The corresponding allyl alcohols were prepared analogously from monobromo- or monochlorocyclopropanes.
• Formation of substituted 2-iminooxazolidines via intermolecular 1,2-addition/intramolecular N-vinylation using 3-substituted-2-bromo-2-propen-1-ols as substrates
  作者：Heike Weischedel、Dietmar Schmidt、Jürgen Conrad、Uwe Beifuss

  DOI：10.1016/j.tet.2018.08.051

  日期：2018.11

  The Cu2O-catalyzed reaction between equimolar amounts of easily available 3-substituted-2-bromo-2-propen-1-ols and dicyclohexyl carbodiimide in DMSO at 100 degrees C using K3PO4 as the base and in the absence of any additive exclusively delivers substituted 2-iminooxazolidines with yields up to 80%. The highly selective transformation is assumed to start with an intermolecular 1,2-addition, which is followed by an intramolecular N-vinylation. The products can also be obtained in the absence of Cu2O, albeit in lower yields. (C) 2018 Elsevier Ltd. All rights reserved.