deuterio-nitro-methane | 23171-70-2

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: deuterio-nitro-methane
• 英文别名: Deuteronitromethan；deuterio(nitro)methane
• CAS: 23171-70-2
• 化学式: CH₃NO₂
• 分子量: 62.0324
• InChiKey: LYGJENNIWJXYER-MICDWDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  碘甲烷-d1 在 silver nitrate 作用下， 生成 deuterio-nitro-methane
  参考文献：
  名称：

  Theoretical and spectroscopic study of asymmetric methyl rotor dynamics in gaseous partially deuterated nitromethanes

  摘要：

  Ab-initio calculations have been performed at the HF/6-31G** and HF/6-31++G(d,p) levels to study the conformational dependence of the geometry and the vibrational frequencies of three hydrogen/deuterium (d0, d1, d2) isotopomers of nitromethane. The Raman gas-phase spectra of these compounds are also presented. They compare well with the infrared ones and the theoretical prediction. The calculated overall zero-point vibrational energy of both d1 and d2 isotopomers presents an angular dependence of the form V2 cos(2theta) + V4 cos(4theta). It contributes significantly to the methyl torsion potential and causes two different equilibrium positions for the d1 (eclipsed) and d2 (staggered) methyl groups. The vibrational origin of the V2 and V4 pseudopotential terms of the rotational potential of the partially deuterated methyl groups is thus confirmed. The close correspondence between calculated and experimental results shows that theoretical calculations can be a convenient alternative to analyze the lone CH or CD stretching spectra of the partially methyl groups.

  DOI：

  10.1021/j100119a005

文献信息

• Robust Continuous-Flow Synthesis of Deuterium-Labeled <i>β</i>-Nitroalcohols Catalyzed by Basic Anion Exchange Resin
  作者：Tsuyoshi Yamada、Kwihwan Park、Naoya Ito、Hayato Masuda、Wataru Teranishi、Sunliang Cui、Hironao Sajiki

  DOI：10.1246/bcsj.20200067

  日期：2020.8.15

  A practical and efficient continuous-flow system was developed for the synthesis of site-selectively deuterium-labeled β-nitroalcohols by using the tertiary amine-functionalized basic anion exchang...

  开发了一种实用且高效的连续流系统，用于通过使用叔胺功能化的碱性阴离子交换剂合成位点选择性氘标记的β-硝基醇。
• Isomerizations of the Nitromethane Radical Cation in the Gas Phase
  作者：Helge Egsgaard、Lars Carbea、Susanne Elbel

  DOI：10.1002/bbpc.19860900411

  日期：1986.4

  AbstractThe concurrent isomerizations of the nitromethane radical cation to aci‐nitromethane and methylnitrite isomers, respectively, has been established based on metastable ion studies and collision activation mass spectrometry. The energy diagram for the ionized nitromethane/aci‐nitromethane tautomeric system has been determined; the aci‐nitromethane tautomer was found to be the more stable species by ca. 0.95 eV. Attempts to generate the neutral gaseous aci‐nitromethane tautomer by low pressure pyrolysis are summarized.
• Production of the nitromethane aci ion by static high pressure
  作者：Ray Engelke、David Schiferl、C. B. Storm、William L. Earl

  DOI：10.1021/j100334a062

  日期：1988.11
• CROWELL, T. I., J. ORG. CHEM., 1983, 48, N 19, 3294-3297
  作者：CROWELL, T. I.

  DOI：——

  日期：——
• Theoretical and spectroscopic study of asymmetric methyl rotor dynamics in gaseous partially deuterated nitromethanes
  作者：Dominique Gorse、Dominique Cavagnat、Michel Pesquer、Christine Lapouge

  DOI：10.1021/j100119a005

  日期：1993.4

  Ab-initio calculations have been performed at the HF/6-31G** and HF/6-31++G(d,p) levels to study the conformational dependence of the geometry and the vibrational frequencies of three hydrogen/deuterium (d0, d1, d2) isotopomers of nitromethane. The Raman gas-phase spectra of these compounds are also presented. They compare well with the infrared ones and the theoretical prediction. The calculated overall zero-point vibrational energy of both d1 and d2 isotopomers presents an angular dependence of the form V2 cos(2theta) + V4 cos(4theta). It contributes significantly to the methyl torsion potential and causes two different equilibrium positions for the d1 (eclipsed) and d2 (staggered) methyl groups. The vibrational origin of the V2 and V4 pseudopotential terms of the rotational potential of the partially deuterated methyl groups is thus confirmed. The close correspondence between calculated and experimental results shows that theoretical calculations can be a convenient alternative to analyze the lone CH or CD stretching spectra of the partially methyl groups.