二丙-2-炔基丁烷二酸酯 | 4580-40-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 二丙-2-炔基丁烷二酸酯
• 英文名称: di(prop-2-yn-1-yl) succinate
• 英文别名: dipropyn-2-yl succinate；Bernsteinsaeure-dipropargylester；Bernsteinsaeure-dipropinylester；Di-2-propinylsuccinat；Diprop-2-ynyl butanedioate；bis(prop-2-ynyl) butanedioate
• CAS: 4580-40-9
• 化学式: C₁₀H₁₀O₄
• 分子量: 194.187
• InChiKey: MNANQFINLWEMEJ-UHFFFAOYSA-N

物化性质

• 熔点：
  39-40 °C
• 沸点：
  273.1±20.0 °C(Predicted)
• 密度：
  1.155±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2917190090

反应信息

• 作为反应物：
  描述：

  (2-叠氮基乙基)-苯 、 二丙-2-炔基丁烷二酸酯 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 生成 bis((1-phenethyl-1H-1,2,3-triazol-4-yl)methyl) succinate
  参考文献：
  名称：

  Regioselective synthesis and antimicrobial studies of ester linked 1,4-disubstituted 1,2,3-bistriazoles

  摘要：

  A series of 1,4-disubstituted 1,2,3-bistriazoles was synthesized via click chemistry by cycloaddition of various bisalkynes with benzyl/2-phenylethyl azide. Synthesized triazoles were characterized by IR, H-1 NMR, C-13 NMR and mass spectral techniques. All the compounds were evaluated for antibacterial/antifungal activities and found to possess moderate to good antimicrobial activities. Further the docking study for the most active compound against DNA Gyrase was also carried out. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.008
• 作为产物：
  描述：

  diprop-2-ynyl fumarate 在 水 、 5-甲氧基-1,3,4-三苯基-4,5-二氢-1H-1,2,4-三唑 作用下， 以 乙二醇二甲醚 为溶剂， 反应 2.0h， 以68%的产率得到二丙-2-炔基丁烷二酸酯
  参考文献：
  名称：

  Transfer hydrogenation promoted by N-heterocyclic carbene and water

  摘要：

  N-杂环卡宾（NHCs）促进了各种活化的C=C、C=N和N=N键的氢转移反应，水是质子源。

  DOI：

  10.1039/c5cc05117g

文献信息

• Neighboring Carbonyl Group Assisted Oxyacetoxylation of Propargylic Carboxylates with Retention of Chirality under Metal Free Condition
  作者：Tapas R. Pradhan、Debendra K. Mohapatra

  DOI：10.1002/adsc.201900314

  日期：2019.8.5

  reaction proceeds through the intramolecular nucleophilic attack of the neighboring carbonyl group on an alkynyliodonium intermediate. The process is general with broad substrate scope and is amenable for application to a variety of propargyl carboxylates including those obtained from natural products. Insight into the mechanistic pathway by isotopic labelling (using H2O18 and D2O) and controlled experiments

  提出了保留手性的伯，仲和叔炔丙基羧酸的无金属氧乙酰氧基化方法。该反应通过烷基炔酮中间体上相邻羰基的分子内亲核攻击而进行。该方法是一般的，具有广泛的底物范围，并且适用于包括从天然产物获得的那些炔丙基羧酸酯。通过同位素标记（使用H 2 O 18和D 2 O）洞察机械途径，并确认了对照实验。
• PREPARATION OF ORGANOSILICON-CONTAINING TRIAZOLES
  申请人：Yu Gilbert

  公开号：US20110077365A1

  公开（公告）日：2011-03-31

  The disclosure includes methods for preparing organosilicon-containing 1,2,3-triazoles by reacting an organosilicon containing azide with an alkyne compound or an organosilicon containing alkyne with an azide compound under thermal reaction conditions.

  该公开涉及通过在热反应条件下将含有有机硅的叠氮化物与炔烃化合物或含有有机硅的炔烃与叠氮化合物反应来制备含有有机硅的1,2,3-三唑的方法。
• Synthesis of Polyether Cyclophanes through Rhodium-Catalyzed Cross-Alkyne Cyclotrimerization
  作者：Ken Tanaka、Hiromi Sagae、Kazuki Toyoda、Keiichi Noguchi

  DOI：10.1002/ejoc.200600232

  日期：2006.8

  complex give [7]–[21]polyether cyclophanes in good yield. [8]–[9]Ester cyclophanes were also synthesized from the corresponding α,ω-diynes. The ratio of para-, meta-, and orthocyclophanes depends on the length and the structure of the α,ω-diyne tether chain, whilst the effect of concentration on the yield of polyether cyclophanes appears to be small. X-ray analysis revealed that a single crystal of [15]metacyclophane

  在催化量的阳离子铑 (I)/H8-BINAP 配合物存在下，醚连接的 α,ω-二炔和乙炔二甲酸二甲酯的交叉环三聚反应以良好的收率得到 [7]-[21] 聚醚环芳烃。[8]–[9]酯环芳烃也由相应的α,ω-二炔合成。对-、间-和邻环芳烃的比例取决于 α,ω-二炔系链的长度和结构，而浓度对聚醚环芳烃产率的影响似乎很小。X 射线分析表明，[15]metacyclophane 4g 的单晶是手性形式，[5.5]metacyclophane 4k 的单晶是外消旋形式，因为晶体中没有环翻转。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
• Enantioselective Synthesis of Planar Chiral Paracyclophanes with Short ansa Chains and Structure of Strained Dioxa[7]paracyclophane
  作者：Ken Tanaka、Tatsuya Araki、Daiki Hojo、Keiichi Noguchi

  DOI：10.1055/s-0030-1259539

  日期：2011.3

  The first enantioselective synthesis of planar chiral [7] and [8]paracyclophanes has been achieved by the cationic rhodium(1)―(S)-H 8 -BINAP complex catalyzed [2+2+2] cycloaddition. Planar chiral [9]paracyclophanes were also synthesized by the same method. The first X-ray crystallographic analysis of the strained dioxa[7]paracyclophane revealed the significant deformation of the benzene ring from planarity

  通过阳离子铑(1)-(S)-H 8 -BINAP 络合物催化的[2+2+2] 环加成反应，首次实现了平面手性[7] 和[8] 对环芳烃的对映选择性合成。平面手性[9]对环芳烃也用同样的方法合成。应变的二恶杂 [7] 对环芳烷的第一次 X 射线晶体学分析揭示了苯环从平面性的显着变形。
• Synthesis and characterization of new rhodium–cobalt mixed-metal octahedral linked clusters containing η2-diyne ligands
  作者：Bao-Hua Zhu、Bin Hu、Wei-Qiang Zhang、Yu-Hua Zhang、Yuan-Qi Yin、Jie Sun

  DOI：10.1016/s0022-328x(03)00630-2

  日期：2003.9

  (13)) in n-hexane at room temperature, respectively. The acetylene moieties of diyne ligands insert into the CoCo bonds of two tetranuclear clusters to give linked octahedral clusters containing two [Rh2Co2C2] units. The structure of cluster 1 was determined by single-crystal X-ray diffraction analysis and all clusters were characterized by elemental analysis (C/H), IR and 1H-NMR spectroscopy.

  六个新RhCo混合金属连接簇配合物的[Rh 2共2（CO）8（μ-CO）2（μ 4，η 2 -HCCCH 2 O）] 2 R（R = C ^ 6 ħ 4 -1,4（1）; C 6 H 4 -1,4（C（O））2（2）;（C（O）CH 2）2（3）;（C（O）CH）2（4）;（C（O））2 CH 2（5）;（C（O））2（6））已从[Rh中的反应合成2共2（CO）12 ]（7）与合适的二炔化合物[（HCCCH 2 CO）] 2 R（R = C ^ 6 ħ 4 -1,4-（8）; C 6 H 4 -1,4（C（O））2（9）;（C（O）CH 2）2（10）;（C（O）CH）2（11）;（C（ O））2 CH 2（12）;（C（O））2（13））在n中己烷分别在室温下。二炔配体的乙炔部分插入两个四核簇的CoCo键中，得到连接的包含两个[Rh 2 Co 2 C 2 ]单元的八面体簇。簇