phenyl-d5 | 34346-16-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: phenyl-d5
• 英文别名: pentadeuteriophenyl
• CAS: 34346-16-2
• 化学式: C₆H₅
• 分子量: 82.066
• InChiKey: CIUQDSCDWFSTQR-RALIUCGRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  6
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  phenyl-d5 1376.9~1626.9 ℃ 、41.54 kPa 条件下， 生成
  参考文献：
  名称：

  冲击波后苯-d6，氯苯，溴苯和碘苯的热解过程中氢和氘原子的形成

  摘要：

  DOI：

  10.1021/j100320a012
• 作为产物：
  描述：

  azobenzene-d₁₀ 生成 phenyl-d5
  参考文献：
  名称：

  苯甲酰基和苯甲酰基过氧自由基的基质分离和红外表征

  摘要：

  通过苯基自由基 2 与 CO 的热反应，在氩气基质中合成了苯甲酰基自由基 1。C=O str 的红外光谱。1824.4 cm-1 处的振动与 DFT 计算非常吻合。1 的形成是可逆的，紫外线照射导致裂解回 2 和 CO。苯甲酰自由基 1 可以与基质中的分子氧反应生成苯甲酰过氧自由基 3。自由基 3 还通过红外光谱结合 DFT 进行表征计算。

  DOI：

  10.1002/ejoc.201000153

文献信息

• Photochemistry and Reactivity of the Phenyl Radical-Water System: A Matrix Isolation and Computational Study
  作者：Artur Mardyukov、Rachel Crespo-Otero、Elsa Sanchez-Garcia、Wolfram Sander

  DOI：10.1002/chem.200903362

  日期：2010.8.2

  reaction of the phenyl radical 1 with water has been investigated by using matrix isolation spectroscopy and quantum chemical calculations. The primary thermal product of the reaction between 1 and water is a weakly bound complex stabilized by an OH⋅⋅⋅π interaction. This complex is photolabile, and visible‐light irradiation (λ>420 nm) results in hydrogen atom transfer from water to radical 1 and the formation

  苯基自由基1与水的反应已通过使用基质分离光谱法和量子化学计算进行了研究。1与水之间反应的主要热产物是通过OH⋅⋅⋅π相互作用稳定的弱结合配合物。该络合物是光不稳定的，可见光照射（λ > 420 nm）导致氢原子从水转移到自由基1，并在苯和OH自由基之间形成高度不稳定的络合物。该复合物在基质分离的条件下是稳定的，但是用λ连续照射> 420 nm的光导致芳族体系的完全破坏并形成酰基不饱和烯酮。根据从头算和DFT计算，讨论了所有反应步骤的机理。
• Interaction and Reaction of the Phenyl Radical with Water: A Source of OH Radicals
  作者：Artur Mardyukov、Elsa Sanchez-Garcia、Rachel Crespo-Otero、Wolfram Sander

  DOI：10.1002/anie.200806268

  日期：2009.6.15

  That's radical! A photochemical reaction between the phenyl radical and water results in the abstraction of a hydrogen atom from water and the formation of a hydroxyl radical. The hydroxyl radical forms an OH⋅⋅⋅π hydrogen bond with benzene (see picture) and does not react with benzene thermally under the conditions of matrix isolation.

  太过激了！苯基自由基与水之间的光化学反应导致从水中提取氢原子并形成羟基自由基。羟基自由基与苯形成OH·⋅·π氢键（参见图片），并且在基质分离的条件下不会与苯发生热反应。
• Matrix Isolation and Spectroscopic Characterization of the Phenylperoxy Radical and Its Rearranged Products
  作者：Artur Mardyukov、Wolfram Sander

  DOI：10.1002/chem.200801546

  日期：2009.1.26

  [H5]‐18O2‐1, and [D5]‐18O2‐1 were matrix‐isolated and characterized by IR spectroscopy. The experimental IR spectra are in excellent agreement with results from DFT calculations. Irradiation of 1 with visible light produces the 2‐oxepinoxy radical 5 in a clean reaction. Subsequent irradiation results in ring‐opening and formation of several conformers of ketoketene 6. The radicals 1, 5, and 6 play an important

  所述phenylperoxy自由基1已被苯基基团的反应，合成2与3 ö 2。自由基1可以在气相中生成，然后在10 K下捕获在固态氩中，也可以在氩气基质中直接合成。通过使2以及它的氘化同位素[d 5 ] - 2与16 ö 2，并用18 ö 2分别四个同位素[H 5 ] - 16 ø 2 - 1 [d 5 ] - 16O 2 ‐ 1，[H 5 ] ‐ 18 O 2 ‐ 1和[D 5 ] ‐ 18 O 2 ‐ 1进行了基质分离，并通过红外光谱进行了表征。实验的红外光谱与DFT计算的结果非常吻合。用可见光照射1可以在干净的反应中产生2-氧杂氧自由基5。随后的辐照导致开环并形成了多个酮基烯6构象异构体。基团1，5，和6 在芳烃的燃烧中起着重要作用，现在可以首次进行分离和光谱表征。
• Benzene as a selective chemical ionization reagent gas
  作者：Charles Allgood、Yi Lin、Yee-Chung Ma、Burnaby Munson

  DOI：10.1002/oms.1210251003

  日期：1990.10

  AbstractDilute mixtures of C6H6 or C6D6 in He provide abundant [C6H6]+· or [C6D6]+· ions and small amounts of [C6H7]+ or [C6D7]+ ions as chemical ionization (CI) reagent ions. The C6H6 or C6D6 CI spectra of alkylbenzenes and alkylanilines contain predominantly M+· ions from reactions of [C6H6]+· or [C6D6]+· and small amounts of MH+ or MD+ ions from reactions of [C6H7]+ or [C6D7]+. Benzene CI spectra of aliphatic amines contain M+·, fragment ions and sample‐size‐dependent MH+ ions from sample ion‐sample molecules reactions. The C6D6 CI spectra of substituted pyridines contain M+· and MD+ ions in different ratios depending on the substituent (which alters the ionization energy of the substituted pyridine), as well as sample‐size‐dependent MH+ ions from sample ion‐sample molecule reactions. Two mechanisms are observed for the formation of MD+ ions: proton transfer from [C6D6]+· or charge transfer from [C6D6]+· to give M+·, followed by deuteron transfer from C6D6 to M+·. The mechanisms of reactions were established by ion cyclotron resonance (ICR) experiments. Proton transfer from [C6H6]+· or [C6D6]+· is rapid only for compounds for which proton transfer is exothermic and charge transfer is endothermic. For compounds for which both charge transfer and proton transfer are exothermic, charge transfer is the almost exclusive reaction.
• Formation of deuterium and hydrogen atoms in the pyrolysis of benzene-d6 and chlorobenzene behind shock waves
  作者：V. Subba Rao、Gordon B. Skinner

  DOI：10.1021/j150668a049

  日期：1984.11