tetrahydrofuran-2-yl | 19426-60-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: tetrahydrofuran-2-yl
• 英文别名: 2-tetrahydrofuranyl radical；tetrahydrofuranyl radical；tetrahydrofuryl radical；α-Tetrahydrofuryl-Radikal；Tetrahydrofuran-2-yl-Radikal；Tetrahydrofuran-Radikal
• CAS: 19426-60-9
• 化学式: C₄H₇O
• 分子量: 71.099
• InChiKey: ZLKLHECFBLTKCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  tetrahydrofuran-2-yl 在 peroxomonosulfate(1-) 作用下， 以 硫酸 为溶剂， 生成
  参考文献：
  名称：

  Gilbert, Bruce C.; Stell, Jonathan K., Journal of the Chemical Society. Perkin transactions II, 1990, # 8, p. 1281 - 1288

  摘要：

  DOI：
• 作为产物：
  描述：

  四氢呋喃 在 水 作用下， 生成 tetrahydrofuran-2-yl
  参考文献：
  名称：

  Schliephake, V.; Mix, K.-H.; Wagner, H. Gg., Zeitschrift fur physikalische Chemie (Neue Folge), 1986, vol. 150, p. 1 - 16

  摘要：

  DOI：

文献信息

• Determination of absolute rate constants for the reversible hydrogen-atom transfer between thiyl radicals and alcohols or ethers
  作者：Christian Schöneich、Klaus-Dieter Asmus、Marija Bonifačić

  DOI：10.1039/ft9959101923

  日期：——

  have been determined for the reversible hydrogen-transfer process R˙+ RSH ⇄ RH + RS˙ by pulse radiolysis, mainly through direct observation of the RS˙ radical formation kinetics in water–RH (1 : 1, v/v) mixtures. The thiols investigated were penicillamine and glutathione; the RH hydrogen donors were methanol, ethanol, propan-1-ol, propan-2-ol, ethylene glycol, tetrahydrofuran and 1,4-dioxane with the

  已通过脉冲辐解确定了可逆氢转移过程R˙+RSH⇄RH +RS˙的绝对速率常数，主要是通过直接观察水-RH中的RS˙自由基形成动力学来确定的（1：1，v / v）混合物。所研究的硫醇为青霉胺和谷胱甘肽；RH的氢供体为甲醇，乙醇，丙-2-醇，丙-2-醇，乙二醇，四氢呋喃和1,4-二恶烷，其中提取的氢位于羟基或烷氧基官能团的α处。上述平衡的正向反应（在放射生物学中称为“修复”反应）的速率常数通常约为10 7 – 10 8 dm 3 mol –1 s –1而通过硫氢基自由基从RH吸氢（逆过程）的速率常数约为10 3 – 10 4 dm 3 mol –1 s –1。这样产生的平衡常数约为10 4。基于这些数据，标准还原电势可以为R'R来评价“COH / H + // R'R”CHOH，R'R“CO / H + // R'R”C（OH）和R'R“CO //R'R'C˙O -选自甲醇，乙醇和丙-2-醇夫
• Kothe, Thomas; Martschke, Rainer; Fischer, Hanns, Journal of the Chemical Society. Perkin Transactions 2 (2001), 1998, # 3, p. 503 - 507
  作者：Kothe, Thomas、Martschke, Rainer、Fischer, Hanns

  DOI：——

  日期：——
• Rate constants for hydrogen abstraction reactions of the sulfate radical, SO4-: experimental and theoretical results for cyclic ethers
  作者：Robert E. Huie、Carol L. Clifton、Sherif A. Kafafi

  DOI：10.1021/j100176a055

  日期：1991.11

  Rate constants have been determined as a function of temperature in aqueous solutions for the reactions of the SO4- radical with the C3 to C6 cyclic monoethers and the diethers 1,4- and 1,3-dioxane. The reactions clearly are grouped into three sets: the C4 and C6 monoethers react the fastest, the C3 and C5 monoethers are slower, and the cyclic diethers are the slowest. Theoretical calculations also have been carried out to estimate the C-H bond strengths in these molecules and these results have been related to the experimental rate constants.
• Gilbert, Bruce C.; Smith, John R. Lindsay; Taylor, Philip, Journal of the Chemical Society. Perkin transactions II, 1999, # 8, p. 1631 - 1638
  作者：Gilbert, Bruce C.、Smith, John R. Lindsay、Taylor, Philip、Ward, Steven、Whitwood, Adrian C.

  DOI：——

  日期：——
• Thermal Stability of 2,2,6,6-Tetramethylpiperidine-1-oxyl (TEMPO) and Related <i>N</i>-Alkoxyamines
  作者：Maria Victoria Ciriano、Hans-Gert Korth、Wibo B. van Scheppingen、Peter Mulder

  DOI：10.1021/ja9837102

  日期：1999.7.1

  The carbon-oxygen bond dissociation enthalpies, BDE(C-O), in several N-alkoxyamine derivatives based on 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) have been determined in the liquid phase by photoacoustic calorimetry. The BDE(C-O) and the BDE(C-H) in the corresponding hydrocarbons follow a linear correlation: BDE(C-O) = 1.04BDE(C-H) - 62.1 kcal mol(-1). When an electronegative element adjacent to the C-O bond is present, as in tetrahydrofuryl, a substantial deviation from the correlation is noticed. Due to the anomeric interaction the (THF) N-alkoxyamine is stabilized by an additional 14 kcal mol(-1). The Arrhenius expression for the homolytic decomposition of methyl-TEMPO in the gas phase obeys k/s(-1) = 10(15.3) exp(-45.3/RT) to yield a BDE(C-O) of 47 +/- 1 kcal mol(-1) at 298 K. Furthermore, a high reactivity of TEMPO toward hydrogen donors, 1,4-cyclohexadiene or 9,10-dihydroanthracene, has been observed. Above 380 K, TEMPO is converted into the hydroxyamine 2,2,6,6-tetramethyl-1-piperidinol (TEMPOH) and the amine 2,2,6,6-tetramethylpiperidine (TEMPH). An acid-catalyzed mechanism for TEMPO deoxygenation is proposed.