6-chloro-2-methylhepta-6-en-3-yn-2-ol | 223576-89-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-chloro-2-methylhepta-6-en-3-yn-2-ol
• 英文别名: 6-Chloro-2-methylhept-6-en-3-yn-2-ol
• CAS: 223576-89-4
• 化学式: C₈H₁₁ClO
• 分子量: 158.628
• InChiKey: HSXWYVFYDIOMDP-UHFFFAOYSA-N

物化性质

• 沸点：
  207.1±25.0 °C(Predicted)
• 密度：
  1.073±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 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：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-chloro-2-methylhepta-6-en-3-yn-2-ol 在 三乙胺 、 copper(ll) bromide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 4-bromo-3-(2-chloroallyl)-2-ethoxy-2,5-dihydro-5,5-dimethyl-1,2-oxaphosphole 2-oxide
  参考文献：
  名称：

  4-Halo-2,5-dihydro-1,2-oxaphosphole 2-Oxides 从 1,2-Allenylphosphonates 和 CuX2 的有效合成以及 C-Cl 键的后续 Suzuki 交叉偶联

  摘要：

  通过 CuX2 介导的二乙基 1,2-allenylphosphonates 的直接卤环化，开发了一种方便有效的 4-halo-2,5-dihydro-1,2-oxaphosphole 2-oxides 合成方法。产量从中等到极好。还研究了轴向到中心手性转移的效率。建立了所得氯乙烯与二环己基（2,4,6-三甲氧基苯基）膦（LB-Phos）作为配体的进一步 Suzuki 交叉偶联。

  DOI：

  10.1002/ejoc.201200228
• 作为产物：
  描述：

  2,3-二氯丙烯 、 2-甲基-3-丁炔-2-醇 在 sodium hydroxide 、 氯化铵 、 copper(l) chloride 作用下， 以 水 为溶剂， 反应 10.0h， 生成 6-chloro-2-methylhepta-6-en-3-yn-2-ol
  参考文献：
  名称：

  Veliev, M. G.; Shatirova, M. I.; Chalabiev, Ch. A., Russian Journal of Organic Chemistry, 1995, vol. 31, # 1.1, p. 52 - 56

  摘要：

  DOI：

文献信息

• ——
  作者：M.G. Veliev、A.Z. Zhalobieva、M.I. Shatirova、E.Sh. Mamedov、I.M. Mamedov

  DOI：10.1023/a:1012326912373

  日期：——

  Diene condensations of hexachlorocyclopentadiene and 5,5-dimethoxytetrachlorocyclopentadiene were carried out with dienophiles of allylacetylene series. The reaction was demonstrated to proceed stercospecifically yielding adducts of the endo-configuration. The reactivity of functionalized allylacetylene compounds in the diene synthesis with hexachlorocyclopentadiene was studied, and the reaction was established to occur by the type of a "neutral" diene synthesis. It was established that the Faworsky decomposition of polychlorobicyclic alcohols containing in the side chain a triple bond adjacent to a methylene group occurred with acetylene-allene isomerization.
• Allylacetylenes and their derivatives as inhibitors of steel corrosion in sulfuric acid
  作者：M. G. Veliev、N. M. Agaev、M. I. Shatirova、A. Z. Chalabieva、G. D. Geidarova、S. S. Alieva

  DOI：10.1134/s1070427206110176

  日期：2006.11

  New functionalized derivatives of allylacetylenes were prepared, and their ability to inhibit corrosion of St.3 low-carbon steel in 5 N sulfuric acid was studied. The effectiveness of inhibition of steel corrosion was studied in relation to the structure of acetylene derivatives, their concentration, and temperature of acidic medium.
• Veliev; Chalabieva; Shatirova, Russian Journal of Organic Chemistry, 2000, vol. 36, # 7, p. 960 - 964
  作者：Veliev、Chalabieva、Shatirova、Gakhramanov

  DOI：——

  日期：——
• Veliev; Agaguseinova; Mirzoeva, Russian Journal of General Chemistry, 1998, vol. 68, # 8, p. 1231 - 1234
  作者：Veliev、Agaguseinova、Mirzoeva、Shatirova、Movsumzade

  DOI：——

  日期：——
• Efficient Synthesis of 4-Halo-2,5-dihydro-1,2-oxaphosphole 2-Oxides from 1,2-Allenylphosphonates and CuX2 and Subsequent Suzuki Cross-Coupling of the C-Cl Bonds
  作者：Ning Xin、Shengming Ma

  DOI：10.1002/ejoc.201200228

  日期：2012.7

  A convenient and efficient synthesis of 4-halo-2,5-dihydro-1,2-oxaphosphole 2-oxides through CuX2-mediated direct halocyclization of diethyl 1,2-allenylphosphonates was developed. The yields range from moderate to excellent. The efficiency of axial-to-central chirality transfer has also been studied. Further Suzuki cross-coupling of the resulting vinylic chlorides with dicyclohexyl(2,4,6-trimethoxyphenyl)phosphane

  通过 CuX2 介导的二乙基 1,2-allenylphosphonates 的直接卤环化，开发了一种方便有效的 4-halo-2,5-dihydro-1,2-oxaphosphole 2-oxides 合成方法。产量从中等到极好。还研究了轴向到中心手性转移的效率。建立了所得氯乙烯与二环己基（2,4,6-三甲氧基苯基）膦（LB-Phos）作为配体的进一步 Suzuki 交叉偶联。