N-甲基乙酰胺-D3 | 3669-69-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N-甲基乙酰胺-D3
• 英文名称: N-methylacetamide-d₃
• 英文别名: C-Trideutero-N-methyl-acetamid；N-Methylacetamide-2,2,2-d3；2,2,2-trideuterio-N-methylacetamide
• CAS: 3669-69-0
• 化学式: C₃H₇NO
• 分子量: 76.0709
• InChiKey: OHLUUHNLEMFGTQ-FIBGUPNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-甲基乙酰胺-D3 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 N-(ethyl-2,2,2-d₃)methylamine
  参考文献：
  名称：

  Stereodynamics of diethylmethylamine and triethylamine

  摘要：

  DOI：

  10.1021/ja00387a012
• 作为产物：
  描述：

  乙酸酐-d6 、 甲胺 以 水 为溶剂， 反应 2.0h， 以77%的产率得到N-甲基乙酰胺-D3
  参考文献：
  名称：

  氢原子加成到酰胺键上。气相中酰胺自由基的产生和能量学

  摘要：

  1-羟基-1-(N-甲基)氨基乙基自由基 (1) 代表与电子捕获解离 (ECD) 相关的气相肽和蛋白质离子中酰胺键的氢原子加合物的简单模型系统。通过飞秒电子转移到 N-甲基乙酰胺的选择性 O-质子化制备的稳定阳离子，在稀薄的气相中产生自由基 1。从产物分析和氘标记推断，1 的主要解离是羟基氢原子和 N-甲基以 1.7:1 的比例丢失。在 4.1 微秒时间尺度上发生的解离是由对碰撞电子转移的大 Franck-Condon 效应驱动的，该效应在新生自由基中沉积 93-103 kJ mol-1。对 1 解离的势能面的详细分析揭示了 O-H 和 N-CH3 键解离的几个构象异构体和异构过渡态。实验支化率与 RRKM 计算在 t 精度范围内定量一致。

  DOI：

  10.1021/jp021402r

文献信息

• Song, Sunho; Asher, Sanford A.; Krimm, Samuel, Journal of the American Chemical Society, 1991, vol. 113, # 4, p. 1155 - 1163
  作者：Song, Sunho、Asher, Sanford A.、Krimm, Samuel、Shaw, Keith D.

  DOI：——

  日期：——
• Chen; Asher, Sanford A.; Schweitzer-Stenner, Reinhard, Journal of the American Chemical Society, 1995, vol. 117, # 10, p. 2884 - 2895
  作者：Chen、Asher, Sanford A.、Schweitzer-Stenner, Reinhard、Mirkin, Noemi G.、Krimm, Samuel

  DOI：——

  日期：——
• Vibrational Assignments of trans-N-Methylacetamide and Some of Its Deuterated Isotopomers from Band Decomposition of IR, Visible, and Resonance Raman Spectra
  作者：X. G. Chen、Reinhard Schweitzer-Stenner、Sanford A. Asher、Noemi G. Mirkin、Samuel Krimm

  DOI：10.1021/j100010a017

  日期：1995.3

  We have measured the IR absorption, Raman, and resonance Raman spectra of aqueous and neat N-methylacetamide (NMA) and its ND and CCD3 isotopic derivatives and subjected them to a detailed line shape analysis. The amide I and II bands of NMA in H2O are composed of at least two broad bands with different intensities and depolarization ratios. The two subbands of amide I are interpreted as arising from a vibrational mixing between the amide I vibration and the bending motion of water molecules hydrogen bonded to the peptide group. The amide II subbands mast likely arise from two, nearly isoenergetic, NMA conformers, which differ in the orientation of the N-methyl hydrogens. In neat NMA conformational heterogeneity and a noncoincidence between the isotropic and anisotropic parts of the Raman tenser cause an even more complex structure of amide I. The amide III mode, even at visible excitation, and the band arising from the C-methyl symmetric bending motion exhibit depolarization ratios close to 0.33, which indicates that their intensities are entirely determined by the 190 nm pi --> pi* transition. The C-methyl symmetric end is enhanced mainly by a CC stretch contribution. In contrast amide I and II show a dispersion of their depolarization ratios owing to additional contributions to their off-resonance spectra from electronic transitions at shorter wavelengths. The spectrum of the ND isotopic derivative exhibits an amide II' doubler at 1500 cm(-1), which results from a Fermi resonance interaction between the amide II' mode and a combination of amide IV' (632 cm(-1)) and a skeletal deformation mode (873 cm(-1)).