2,3-dihydroxy-2,3-dimethylbutane-d-14 | 75160-23-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3-dihydroxy-2,3-dimethylbutane-d-14
• 英文别名: Pinacol-d₁₄；d26-pinacol；pinacol；pinacol-d14
• CAS: 75160-23-5
• 化学式: C₆H₁₄O₂
• 分子量: 132.065
• InChiKey: IVDFJHOHABJVEH-GLHILRGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.53
• 重原子数：
  8.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2,3-dihydroxy-2,3-dimethylbutane-d-14 在 N-溴代丁二酰亚胺(NBS) 、 溴 、 sodium hydride 、 溴化氘 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 、 六甲基磷酰三胺 、 二氯甲烷 为溶剂， 反应 9.0h， 生成 3,4,8,9-tetrakis(tert-butoxycarbonyl)-3,4,8,9-tetraazabicyclo<4.4.0>dec-1(Δ1,6)-ene-d8
  参考文献：
  名称：

  Tetramethyleneethane-d8

  摘要：

  Tetramethyleneethane (TME) is a triplet non-Kekule molecule that is currently the source of a difference between theory and experiment. The best theory places the energy of the triplet about 1 kcal/mol below the singlet at an angle of twist of 50-degrees about the central carbon-carbon bond. However, the triplet ESR spectrum shows no splitting between the x- and y-lines, indicating that the zero field parameter, E, is 0 or very small. If it is the former, that would be consistent with a D2d configured TME. In order to explore this point by removing proton hyperfine coupling, TME-d8 was prepared. Again, no splitting was observed between the x-and y-lines for TME-d8. This sets an upper limit for E of approximately 0.001 cm-1.

  DOI：

  10.1021/j100152a055
• 作为产物：
  描述：

  2,3-二[(2H3)甲基]-2,3-(2H6)丁二醇 在 氘代甲醇 作用下， 生成 2,3-dihydroxy-2,3-dimethylbutane-d-14
  参考文献：
  名称：

  A Hydrogen-Bond Flip-Flop through a Bjerrum-Type Defect

  摘要：

  Back and forth: Femtosecond two-dimensional infrared exchange spectroscopy was used to study the dynamics of the reversal of an intramolecular hydrogen bond. The H-bond reversal resembles a flip-flop motion that is facilitated by two concerted disrotatory torsional isomerizations and that occurs on a time scale of about 2 ps.

  DOI：

  10.1002/anie.201208625
• 作为试剂：
  描述：

  2,3-二[(2H3)甲基]-2,3-(2H6)丁二醇 在 2,3-dihydroxy-2,3-dimethylbutane-d-14 作用下， 生成 pinacol
  参考文献：
  名称：

  A Hydrogen-Bond Flip-Flop through a Bjerrum-Type Defect

  摘要：

  Back and forth: Femtosecond two-dimensional infrared exchange spectroscopy was used to study the dynamics of the reversal of an intramolecular hydrogen bond. The H-bond reversal resembles a flip-flop motion that is facilitated by two concerted disrotatory torsional isomerizations and that occurs on a time scale of about 2 ps.

  DOI：

  10.1002/anie.201208625

文献信息

• Catalytic Coupling between Unactivated Aliphatic C–H Bonds and Alkynes via a Metal–Hydride Pathway
  作者：Yan Xu、Michael C. Young、Guangbin Dong

  DOI：10.1021/jacs.7b02020

  日期：2017.4.26

  We report a Rh(I)-catalyzed site-selective coupling between ketone β-C(sp3)-H bonds and aliphatic alkynes using an in situ-installed directing group. Upon hydrogenation or hydration, various β-alkylation or β-aldol products of the ketones are obtained with broad functional group tolerance. Mechanistic investigations support the involvement of a Rh-H intermediate through oxidative addition of Rh(I)

  我们报告了使用原位安装的导向基团在酮 β-C(sp3)-H 键和脂肪族炔烃之间进行 Rh(I) 催化的位点选择性偶联。通过氢化或水合，得到具有广泛官能团耐受性的酮的各种β-烷基化或β-羟醛产物。机理研究支持通过将 Rh(I) 氧化加成到 β-CH 键中来参与 Rh-H 中间体。因此，据我们所知，这种转变代表了不饱和烃和未活化的脂肪族 CH 键通过金属氢化物途径进行催化偶联的第一个例子。
• Efficient Hyperpolarization of U-¹³ C-Glucose Using Narrow-Line UV-Generated Labile Free Radicals
  作者：Andrea Capozzi、Saket Patel、Christine Pepke Gunnarsson、Irene Marco-Rius、Arnaud Comment、Magnus Karlsson、Mathilde H. Lerche、Olivier Ouari、Jan Henrik Ardenkjaer-Larsen

  DOI：10.1002/anie.201810522

  日期：2019.1.28

  irradiation of a frozen solution containing a fraction of pyruvic acid (PA) have demonstrated their dissolution dynamic nuclear polarization (dDNP) potential, providing up to 30 % [1‐13C]PA liquid‐state polarization. Moreover, their labile nature has proven to pave a way to nuclear polarization storage and transport. Herein, differently from the case of PA, the issue of providing dDNP UV‐radical precursors

  含有部分丙酮酸 (PA) 的冷冻溶液经紫外线照射产生的自由基已显示出其溶解动态核极化 (dDNP) 潜力，可提供高达 30% 的 [1- 13 C]PA 液态极化。此外，它们的不稳定性质已被证明为核极化储存和运输铺平了道路。在此，与 PA 的情况不同，研究了提供不参与任何代谢途径的 dDNP UV 自由基前体（三甲基丙酮酸及其甲基氘化形式）的问题。评估13 C dDNP 性能的 [U- 13 C 6 ,1,2,3,4,5,6,6-d 7 ]- d -葡萄糖的超极化。所产生的紫外线自由基被证明是多功能且高效的偏振剂，在溶解和转移（10 s）后，提供高达 32% 的13 C 液态偏振。
• Effect of Ligand Deuteration on the Decay of Eu³⁺(⁵D₀) in Tris(2,2,6,6-tetramethyl-3,5-heptanedionato)europium(III)
  作者：Todd C. Schwendemann、Paul S. May、Mary T. Berry、Yuqing Hou、Cal Y. Meyers

  DOI：10.1021/jp982180t

  日期：1998.11.1

  Contributions to the first-order rate constant for the decay of the Eu3+(D-5(0)) state of tris(2,2,6,6-tetramethyl-3,5-heptanedionato)europium(III), Eu(thd)(3), from radiative and multiphonon mechanisms are evaluated independently by measuring the luminescence decay rates in undeuterated Eu(thd)(3), fully deuterated Eu(thd-d(19))(3), and alpha-deuterated Eu(thd-d(1))(3), which is also designated Eu(alpha-D,thd)(3). In the latter case, deuterium substitution is at the alpha-carbon, between the carbonyl groups of the beta-diketonate ligand. These measurements yield a multiphonon contribution of 332 s(-1), of which 157 s(-1) is attributed to relaxation via the C-alpha-H stretching vibration and 175 s(-1) to relaxation via the C-H stretching modes of the tert-butyl groups. By use of the measured total Eu3+(D-5(0)) relaxation rate constant and the multiphonon rate constants given above, the Eu3+(D-5(0)) radiative relaxation rate constant is inferred to be 1930 s(-1). It is suggested that this unusually high radiative rate constant may be due to an increased allowedness in the D-5(0) --> F-7(J) transitions due to contributions to the predominantly 4f crystal-field wave functions from a low-lying ligand-to-metal charge-transfer state.
• [EN] 3, 4-METHYLENEDIOXYPHENYL INHIBITORS OF GABA AMINOTRANSFERASE AND/OR GABA REUPTAKE TRANSPORTER INHIBITOR<br/>[FR] INHIBITEURS 3, 4-MÉTHYLÈNEDIOXYPHÉNYLE D'AMINOTRANSFÉRASE GABA ET/OU DE TRANSPORTEUR DE RECAPTAGE DE GABA
  申请人：AUSPEX PHARMACEUTICALS INC

  公开号：WO2011011420A3

  公开（公告）日：2011-06-16