pyrocatechol monoanion | 20217-29-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: pyrocatechol monoanion
• 英文别名: anion of catechol；benzene-1,2-diol; deprotonated form；catechol anion；2-Hydroxyphenolate
• CAS: 20217-29-2
• 化学式: C₆H₅O₂
• 分子量: 109.105
• InChiKey: YCIMNLLNPGFGHC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 pyrocatechol monoanion 在 Amberlite IRA-400 作用下， 反应 2.0h， 以93%的产率得到对二乙酰氧基苯
  参考文献：
  名称：

  Ram, B.; Roy, J.; Sarkar, A., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1988, vol. 27, # 1-12, p. 665

  摘要：

  DOI：
• 作为产物：
  描述：

  2-苯醌 以 二甲基亚砜 为溶剂， 生成 pyrocatechol monoanion
  参考文献：
  名称：

  Free energy hydride affinities of quinones in dimethyl sulfoxide solution

  摘要：

  Free energy hydride affinities in solution defined by reaction i [(i) Q(s) + H-s reversible (QH-)s, DELTAG(hydride)(Q)s] were evaluated for a number of quinones (Q) in dimethyl sulfoxide solution using reaction ii [(ii) -DELTAG(hydride)(Q)s = 2.303RTpK(a)(QH-)s + FDELTAE-degrees(NHE)[(Q.-/Q2-)s + (Q/Q.-)s] + C] derived from a thermochemical cycle. The constant C corresponds to -FE-degrees(NHE)[(H+/H.)s + (H./H-)s] which is equal to 69.9 kcal/mol in dimethyl sulfoxide. The pK(a) of hydroquinone monoanions (QH-) were determined by the overlapping indicator method. Reversible electrode potentials for both the first and second charge transfers to Q were determined by cyclic voltammetry. Values of DELTAG(hydride)(Q)DMSO ranging from -58 to -101 kcal/mol were observed. Hydride affinities of substituted benzoquinones (BQ) were found to be linearly correlated with the corresponding electron affinities in solution. Equilibrium constants for the reactions of BQ with the NADH model compound 10-methylacridan were estimated, and the thermochemical results are discussed in terms of the one- and the two-step mechanisms of hydride-transfer reactions.

  DOI：

  10.1021/jo00071a011

文献信息

• 17O-enriched hydrogen peroxide and t.butyl hydroperoxide: Synthesis, characterization and some applications
  作者：J.J. Barieux、J.P. Schirmann

  DOI：10.1016/s0040-4039(00)96883-7

  日期：1987.1

  Solutions of 17O-labelled hydrogen peroxide and t.butyl hydroperoxide in water or anhydrous solvents are easily obtained, starting from labelled oxygen. These stable enriched 17O products are valuable reagents to synthesize various labelled molecules, which have been characterized by 17O-NMR spectroscopy. Chemical shifts of several O-containing groups are given.

  解17容易获得O形标记的过氧化氢和在水中或无水溶剂中叔丁基·氢过氧化物，从标记的氧开始。这些稳定富集的17O产物是合成各种标记分子的有价值的试剂，已通过17 O-NMR光谱对其进行了表征。给出了几个含O基团的化学位移。
• Koch, Siegfried; Ackermann, Gerhard, Zeitschrift fur Chemie, 1989, vol. 29, p. 297 - 297
  作者：Koch, Siegfried、Ackermann, Gerhard

  DOI：——

  日期：——
• Gas-Phase Reactions of Catecholate and Related Anions with BF3 and SiF4
  作者：W. S. Taylor、Lucia M. Babcock

  DOI：10.1021/ja00129a012

  日期：1995.6

  The gas-phase reactions of the anions of catechol, 4-methylcatechol, resorcinol, and o-cresol with BS and SiF4 have been examined using the flowing afterglow technique. These systems initially form an addition product in a three-body step, and this addition product subsequently participates in fluoride transfer with a second molecule of the reactant neutral. The reactions involving the anions of catechol and 3-methylcatechol exhibit a second primary product channel which is independent of the concentration of the third-body. Results suggest that this bimolecular product is a cyclic species formed in a step involving the ring-closure step and loss of HF. Relative amounts of the two primary products are sensitive to pressure as well as to the identity of the Lewis acid. We explain this behavior in terms of a multiple-well potential energy surface which contains a barrier in the bimolecular product channel.