5-(2-methyl-tetrahydrofuran-2-yloxy)pentan-2-one | 7326-47-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(2-methyl-tetrahydrofuran-2-yloxy)pentan-2-one
• 英文别名: 5-(2-methyl-tetrahydrofurn-2-yloxy)-pentan-2-one；5-(2-methyltetrahydrofuran-2-yloxy)-pentan-2-one；2-methyl-2-(4-oxopentyloxy)tetrahydrofuran；5-(2-methyl-tetrahydro-furan-2-yloxy)-pentan-2-one；5-(2-methyl-tetrahydro-[2]furyloxy)-pentan-2-one；5-(2-Methyl-tetrahydro-[2]furyloxy)-pentan-2-on；5-[(2-Methyloxolan-2-yl)oxy]pentan-2-one；5-(2-methyloxolan-2-yl)oxypentan-2-one
• CAS: 7326-47-8
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: FIEOBSHFFQVFAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(2-methyl-tetrahydrofuran-2-yloxy)pentan-2-one 在 水 作用下， 生成 5-羟基-2-戊酮
  参考文献：
  名称：

  Conversion of pentynol to pentanone catalysed by Pd(II) metal centres

  摘要：

  The cyclization of 3- or 4-pentyn-1-ol is catalysed by PdCl2 or trans-[PdCl2L2] (L = R-camphorimine; R = Ph; Pr-i; NMe2) complexes at room temperature affording heterocyclic compounds, respectively, 2-methyl-2-pent-3-ynyloxy-tetrahydrofuran or 2-methyl-2-pent-4-ynyloxy-tetrahydrofuran which subsequently add water to give selectively 5-(2-methyl-tetrahydrofuran-2-yloxy)-pentan-2-one from both starting materials. By hydrolysis 5-(2-methyl-tetrahydrofuran-2-yloxy)-pentan-2-one undergoes ring cleavage to form 5-hydroxy-2-pentanone. The catalytic activity and selectivity of complexes trans-[PdCl2L2] (L = R-camphorimine) depend on the characteristics of the R group (NMe2 > Pr-i > Ph). The catalytic activity of PdCl2 is comparable to that of trans-[PdCl2L2] (L = Ph-camphorimine) which is the less efficient catalyst. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.06.022
• 作为产物：
  描述：

  5-羟基-2-戊酮 生成 5-(2-methyl-tetrahydrofuran-2-yloxy)pentan-2-one
  参考文献：
  名称：

  Liska, Frantisek; Valenta, Miroslav; Fikar, Jiri, Collection of Czechoslovak Chemical Communications, 1988, vol. 53, # 6, p. 1287 - 1296

  摘要：

  DOI：

文献信息

• New reactions of anticancer-platinum complexes and their intriguing behaviour under various experimental conditions
  作者：José Alemán、Virginia del Solar、Leticia Cubo、Adoración G. Quiroga、Carmen Navarro Ranninger

  DOI：10.1039/c0dt00506a

  日期：——

  The anticancer platinum complexes here described react with organic substrates (such as acids, alkenes, alkynes) and catalyze transformations that can occur in biomolecules which contain unsaturated functions. We have analyzed the role of the platinum complexes in the observed reactions and studied the progress of the detected transformations upon variation of the reaction conditions.

  这里描述的抗癌铂络合物能够与有机底物（如酸、烯烃、炔烃）发生反应，并催化含有不饱和官能团的生物分子中可能发生的转化。我们已经分析了铂络合物在这些观测到的反应中的作用，并研究了在反应条件变化时检测到的转化的进展。
• A Metal–Organic Framework with Cooperative Phosphines That Permit Post‐Synthetic Installation of Open Metal Sites
  作者：Samuel G. Dunning、Gianne Nandra、Adam D. Conn、Wenrui Chai、R. Eric Sikma、Ji Sun Lee、Pranaw Kunal、Joseph E. Reynolds、Jong‐San Chang、Alexander Steiner、Graeme Henkelman、Simon M. Humphrey

  DOI：10.1002/anie.201802402

  日期：2018.7.20

  PCM‐101 is a phosphine coordination material comprised of tris(p‐carboxylato)triphenylphosphine and secondary pillaring groups coordinated to [M3(OH)]5+ nodes (M=Co, Ni). PCM‐101 has a unique topology in which R3P: sites are arranged directly trans to one another, with a P⋅⋅⋅P separation distance dictated by the pillars. Post‐synthetic coordination of soft metals to the P: sites proceeds at room temperature

  PCM-101是一种膦配位材料，由三（对羧基羧基）三苯基膦和与[M 3（OH）] 5+节点（M = Co，Ni）配位的第二级支柱基团组成。PCM-101具有独特的拓扑结构，其中R 3P：位点彼此直接成直角排列，柱子之间的间距为P⋅⋅⋅P。在室温下，软金属与P：位的合成后配位会进行，以提供X射线质量的晶体，从而具有完整的结构分辨率。AuCl基团的加入迫使母体框架发生很大的变形。相比之下，CuBr直接在反式-P位点之间插入以形成模拟溶液相复合物的二聚体，但由于MOF支架施加的空间压力而在几何上受到拉紧。在温和条件下，金属化材料在非均相加氢催化中具有活性，与它们的分子对应物相比，可产生不同的主要产物。
• ——
  作者：U. M. Dzhemilev、R. I. Khusnutdinov、A. M. Atnabaeva、Z. S. Muslimov、R. I. Parfenova、Yu. V. Tomilov

  DOI：10.1023/a:1014010907818

  日期：——

  The possibility of the cleavage of the C-C bond in acetylcyclopropane (ACP) under the action of water or alcohols in the presence of copper or palladium salts was demonstrated for the first time. At 175-180 degreesC, the reactions proceeded regioselectively with the cleavage of the C(1)-C(2) bond in the cyclopropane ring. The reaction of ACP with water afforded 5-hydroxypentan-2-one, bis(3-acetylpropyl) ether, and furan compounds, whereas the reactions with alcohols proceeded selectively to form 5-alkoxypentan-2-ones. The yields of the latter depend on the nature and structure of the alcohol, the maximum values (98%) being achieved in the case of primary alcohols.
• Paul; Tchelitcheff, Bulletin de la Societe Chimique de France, 1950, p. 520,524
  作者：Paul、Tchelitcheff

  DOI：——

  日期：——
• Liska, Frantisek; Fikar, Jiri; Trska, Petr, Collection of Czechoslovak Chemical Communications, 1989, vol. 54, # 12, p. 3278 - 3283
  作者：Liska, Frantisek、Fikar, Jiri、Trska, Petr、Valenta, Miroslav

  DOI：——

  日期：——