2-propynyl 3,5-bis(2-propynyloxy)benzoate | 176038-83-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-propynyl 3,5-bis(2-propynyloxy)benzoate
• 英文别名: Prop-2-ynyl 3,5-bis(prop-2-ynoxy)benzoate
• CAS: 176038-83-8
• 化学式: C₁₆H₁₂O₄
• 分子量: 268.269
• InChiKey: VGNJGUKWHDEHPL-UHFFFAOYSA-N

物化性质

• 沸点：
  414.3±45.0 °C(Predicted)
• 密度：
  1.188±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-propynyl 3,5-bis(2-propynyloxy)benzoate 在 lithium aluminium tetrahydride 、 甲基磺酰氯 、 三乙胺 、 lithium bromide 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 1-(bromomethyl)-3,5-bis(prop-2-ynyloxy)benzene
  参考文献：
  名称：

  Selective Upper Rim Functionalization and Lower Rim Bridge Building with Calix[4]arenes and Calix[6]arenes¹

  摘要：

  Selective upper rim functionalization of calix[6]arenes has been achieved by selective lower rim benzoylation at the 1,2,4,5 positions followed by AlCl3-induced removal of the tert-butyl groups of the unesterified aryl residues and introduction of various functionalities into the vacated para positions, including bromo (5), dialkylamino, (7-11) cyanomethyl (12), and (propargyloxy)methyl (13) groups. Lower rim bridge building has been achieved via oxidative coupling reactions between the aryne moieties of calix[4]arenes and calix[6]arenes in which O-benzyl groups carry one (from 23 and 24) or two (from 25) propargyloxy residues. In the calix[4]arene series both a single-spanned (32) and a double-spanned (33) double-cavity calixarene were obtained. In the calix[6]arene series only a single-spanned double cavity calixarene (36) could be characterized.

  DOI：

  10.1021/jo952054a
• 作为产物：
  描述：

  3,5-二羟基苯甲酸 、 3-溴丙炔 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 2-propynyl 3,5-bis(2-propynyloxy)benzoate
  参考文献：
  名称：

  混合硫醇-烯/炔反应中的端基作为多酶响应聚合两亲物的简单方法

  摘要：

  利用硫醇-烯和硫醇-炔化学的高保真度，我们使用硫醇的混合物制备了可降解的 PEG-树枝状两亲物，其功能化了两种不同类型的酶促可裂解端基。通过调整两种硫醇的进料比，我们实现了具有统计上不同端基比例的杂化物的混合物。统计混合杂交体的分解研究表明，当与每种活化酶一起孵育时，这些两亲物具有更高程度的响应，而对于两种不同两亲物的对照混合物观察到更高程度的选择性，这需要两种类型的存在酶进行完全分解。

  DOI：

  10.1055/s-0037-1611340

文献信息

• Facile assembly of Bodipy-based metal ion sensor using click chemistry
  作者：Ahmed Nuri Kursunlu、Ersin Güler

  DOI：10.1080/10610278.2013.799282

  日期：2013.8.1

  In this study, two novel 4,4-difluoro-4-bora-3a,4a-diaza-s-indacenes (BODIPY)-based metal ion sensors were synthesised using click' chemistry. The coordination modes and binding constants of the complexes formed with a range of metal ions were calculated. Results indicate that both BODIPY molecules can potentially serve as fluorescent sensors for the studied metal cations. The results also show that the BODIPY-based sensors have more selectivity for Zn (II) ions in the presence of other metal ions.
• Mixing End Groups in Thiol-Ene/Yne Reactions as a Simple Approach toward Multienzyme-Responsive Polymeric Amphiphiles
  作者：Roey Amir、Assaf Harnoy、Nitsan Papo、Gadi Slor

  DOI：10.1055/s-0037-1611340

  日期：2018.12

  chemistries, we used mixtures of thiols to prepare degradable PEG-dendron amphiphiles functionalized with two different types of enzymatically cleavable end groups. By tuning the feed ratios of the two thiols, we achieved mixtures of hybrids with statistically different ratios of end groups. Studies of the disassembly of statistically mixed hybrids showed that these amphiphiles have higher degrees of

  利用硫醇-烯和硫醇-炔化学的高保真度，我们使用硫醇的混合物制备了可降解的 PEG-树枝状两亲物，其功能化了两种不同类型的酶促可裂解端基。通过调整两种硫醇的进料比，我们实现了具有统计上不同端基比例的杂化物的混合物。统计混合杂交体的分解研究表明，当与每种活化酶一起孵育时，这些两亲物具有更高程度的响应，而对于两种不同两亲物的对照混合物观察到更高程度的选择性，这需要两种类型的存在酶进行完全分解。
• Selective Upper Rim Functionalization and Lower Rim Bridge Building with Calix[4]arenes and Calix[6]arenes¹
  作者：Suseela Kanamathareddy、C. David Gutsche

  DOI：10.1021/jo952054a

  日期：1996.1.1

  Selective upper rim functionalization of calix[6]arenes has been achieved by selective lower rim benzoylation at the 1,2,4,5 positions followed by AlCl3-induced removal of the tert-butyl groups of the unesterified aryl residues and introduction of various functionalities into the vacated para positions, including bromo (5), dialkylamino, (7-11) cyanomethyl (12), and (propargyloxy)methyl (13) groups. Lower rim bridge building has been achieved via oxidative coupling reactions between the aryne moieties of calix[4]arenes and calix[6]arenes in which O-benzyl groups carry one (from 23 and 24) or two (from 25) propargyloxy residues. In the calix[4]arene series both a single-spanned (32) and a double-spanned (33) double-cavity calixarene were obtained. In the calix[6]arene series only a single-spanned double cavity calixarene (36) could be characterized.