1-溴-1-乙氧基乙烯 | 100704-20-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-溴-1-乙氧基乙烯
• 英文名称: 1-Bromoethenyl ethyl ether
• 英文别名: 1-bromo-1-ethoxyethylene；1-Bromo-1-ethoxyethene；ethyl-(1-bromo-vinyl)-ether；Aethyl-(1-brom-vinyl)-aether；1-Aethoxy-1-brom-aethylen；Ethene, 1-bromo-1-ethoxy-
• CAS: 100704-20-9
• 化学式: C₄H₇BrO
• 分子量: 151.003
• InChiKey: MFQRDKOUGUZCBS-UHFFFAOYSA-N

物化性质

• 沸点：
  56 °C(Press: 114 Torr)
• 密度：
  1.385±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-溴-1-乙氧基乙烯 、 2-氯-1.3-丁二烯 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) magnesium 、 1,2-二溴乙烷 、 zinc dibromide 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以38%的产率得到2-ethoxy-3-methylene-1,4-pentadiene
  参考文献：
  名称：

  交叉偶联的交叉偶联：实用合成和[3]树枝状烯类的Diels-Alder反应。

  摘要：

  母体[3]二碳烯和2-取代的[3]树枝化烯很容易通过交叉偶联反应制得。与一些较早的报道相反，[3]二十碳三烯具有足够的稳定性，可以使用标准的合成方法进行处理。这些化合物允许通过与亲双烯体的反应一步一步立体选择性地构建多环骨架。Diels-Alder与亲二烯体的反应中的位点选择性和立体选择性通常不受[3] dendralene's 2-取代基性质的影响。然而，路易斯酸会影响这些特征。

  DOI：

  10.1021/ol7021998
• 作为产物：
  描述：

  乙氧基乙炔 在 三甲基溴硅烷 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 1-溴-1-乙氧基乙烯
  参考文献：
  名称：

  交叉偶联的交叉偶联：实用合成和[3]树枝状烯类的Diels-Alder反应。

  摘要：

  母体[3]二碳烯和2-取代的[3]树枝化烯很容易通过交叉偶联反应制得。与一些较早的报道相反，[3]二十碳三烯具有足够的稳定性，可以使用标准的合成方法进行处理。这些化合物允许通过与亲双烯体的反应一步一步立体选择性地构建多环骨架。Diels-Alder与亲二烯体的反应中的位点选择性和立体选择性通常不受[3] dendralene's 2-取代基性质的影响。然而，路易斯酸会影响这些特征。

  DOI：

  10.1021/ol7021998

文献信息

• Prototropy in HPCC triad of alkyl(α-ethoxyethenyl)phosphines
  作者：Yuri A. Veits、Natalia B. Karlstedt、Irina P. Beletskaya

  DOI：10.1016/0040-4039(95)00674-2

  日期：1995.6

  Palladium-catalyzed cross-coupling of alkyl(trimethylsilyl)phosphines with (α-bromoethenyl)ethyl ethers leads to secondary alkyl(α-ethoxyethenyl)phosphines. The latter present first example of the compounds with reversible intramolecular [1,3]-shift of hydrogen in PCC triad.

  烷基（三甲基甲硅烷基）膦与（α-溴乙烯基）乙基醚的钯催化交叉偶联产生仲烷基（α-乙氧基乙烯基）膦。后者是在PCC三联体中具有可逆的分子内[1,3]氢位移的化合物的第一个例子。
• Nickel- and palladium-catalyzed cross-coupling as a route to 1- and 2-alkoxy- or dialkylaminovinylphosphonates
  作者：Marina A. Kazankova、Inna G. Trostyanskaya、Serghey V. Lutsenko、Irina P. Beletskaya

  DOI：10.1016/s0040-4039(98)02358-2

  日期：1999.1

  1- and 2-alkoxy- or dialkylaminovinylphosphonates were synthesized using reactions of the corresponding vinylhalides with di- and triethylphosphites in the presence of catalytic amounts of Ni salts and Pd complexes. The best way for synthesis of I-alkoxy or dialkylaminoderivatives is the Pd-catalyzed cross-coupling reaction with (EtO)(2)POH and the best way for 2-alkoxy- or dialkylaminovinylphosphonates is the Arbuzov reaction with (EtO)(3)P catalyzed by Ni salts. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Kazankova; Trostyanskaya; Lutsenko, Russian Journal of Organic Chemistry, 1999, vol. 35, # 9, p. 1273 - 1277
  作者：Kazankova、Trostyanskaya、Lutsenko、Efimova、Beletskaya

  DOI：——

  日期：——
• Glazunova; Lutsenko; Efimova, Russian Journal of Organic Chemistry, 1998, vol. 34, # 8, p. 1104 - 1111
  作者：Glazunova、Lutsenko、Efimova、Trostyanskaya、Kazankova、Beletskaya

  DOI：——

  日期：——
• The South African polymict eucrite Macibini
  作者：P. C. BUCHANAN、D. J. LINDSTROM、D. W. MITTLEFEHLDT、C. KOEBERL、W. U. REMOLD

  DOI：10.1111/j.1945-5100.2000.tb01519.x

  日期：2000.11

  Abstract— The polymict eucrite Macibini is a fragmental breccia, predominantly composed of eucritic materials with minor proportions (maximum 2 vol%) of diogenitic material. Hence, it is intermediate between the Yamato‐74159‐type polymict eucrites, which contain negligible amounts of magnesian orthopyroxene, and the howardites. The present study provides mineralogical and bulk compositional data for the meteorite breccia and for six clasts. These clasts include both volcanic and igneous rocks and a variety of impact‐generated rocks. A broad range of degrees of postcrystallization metamorphism affected these materials before the final aggregation of the breccia.Clast A is a fragment of unequilibrated eucrite with subophitic texture. The edges of the zoned pyroxenes in this clast are composed of a host of Fe‐rich augite containing vermicules (blebs) and lamellae composed of a mixture of Fe‐rich olivine and silica. Similar features occur as fragments in lunar breccias and are attributed by some workers to the breakdown of pyroxferroite, an Fe‐rich pyroxenoid. However, textures and compositions of these augite‐olivine‐silica intergrowths in clast A suggest that, in this case, they are the result of decomposition in a series of steps of Fe‐rich subcalcic augite.Among the fragments of impact‐generated material in Macibini is clast 2, an earlier‐formed clastic breccia that was lithified before being broken apart and included in the meteorite breccia. Clast 3 is an impact‐melt breccia that is composed of rock and mineral fragments in a devitrified groundmass. Clast C is also an impact‐melt breccia that has a coarser‐grained, hornfelsic groundmass that resulted from extensive metamorphism after formation.