3-deuterio-benzaldehyde | 91979-08-7

• 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: 3-deuterio-benzaldehyde
• CAS: 91979-08-7
• 化学式: C₇H₆O
• 分子量: 107.116
• InChiKey: HUMNYLRZRPPJDN-VMNATFBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  8.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3-deuterio-benzaldehyde 在 mercury dichloride 、 锌 作用下， 以 乙醇 、 重水 为溶剂， 生成 trans-3,3'-dideuterio-stilbene
  参考文献：
  名称：

  Unusual deuterium isotope effects in13C NMR spectra oftrans-stilbene

  摘要：

  AbstractA detailed analysis of the 13C NMR spectra of trans‐stilbene and ten deuteriated trans‐stilbenes has been undertaken. Some unusual deuterium isotope effects on carbon–hydrogen spin–spin coupling constants could not be explained by the ordinary primary and secondary isotope effects. The positive and negative changes of nJ(CH) were interpreted in terms of a steric effect, the vibrational influence of the CD bond and the para‐effect induced by deuterium. In this respect, deuterium behaves as a real substituent with electronic properties different from those of hydrogen. The deuterium isotope effects on 13C NMR chemical shifts and carbon–deuterium coupling constants have also been determined.

  DOI：

  10.1002/mrc.1270220409
• 作为产物：
  描述：

  M-TOLYLMAGNESIUM BROMIDE 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 、 乌洛托品 、 水 、 重水 作用下， 以 乙醚 为溶剂， 反应 2.5h， 生成 3-deuterio-benzaldehyde
  参考文献：
  名称：

  1,2,4,6-Cycloheptatetraene: the key intermediate in arylcarbene interconversions and related C7H6 rearrangements

  摘要：

  DOI：

  10.1021/ja00242a034

文献信息

• Structural dependence of isotope effects in 1H and 13C nuclear magnetic resonance spectra of the trans-N-benzylideneaniline imino group
  作者：Predrag Novak、Zlatko Meić、Dražen Vikić-Topić、Vilko Smrečki、Janez Plavec

  DOI：10.1016/s1386-1425(97)00241-2

  日期：1998.2

  Deuterium-and N-15-induced isotope effects on H-1 and C-13 chemical shifts of the imino moiety of 16 trans-N-benzylideneaniline (tBA) isotopomers were determined and analysed. These effects appear to be a sensitive probe of molecular conformation and its changes. All determined deuterium isotope effects on the imino-proton are small and negative and are spread in the range from -0.88 ppb in 4-H-2-tBA to -4.97 ppb in H-2(10)-tBA. The effects on the imino-carbon are either positive or negative and have much larger values. Negative sign of isotope effects is primarily governed by lone-pairs, while magnitude and non-additivity depend on the site of isotopic substitution, molecular conformation and distribution of rotamer populations. All N-15 isotope effects on both H-1 and C-13 chemical shifts are positive. A comparison of isotope effects in tBA with those in related isoelectronic compounds is made. (C) 1998 Elsevier Science B.V. All rights reserved.
• 1,2,4,6-Cycloheptatetraene: the key intermediate in arylcarbene interconversions and related C7H6 rearrangements
  作者：Robert J. McMahon、Christopher J. Abelt、Orville L. Chapman、Jeffery W. Johnson、Curtis L. Kreil、Jean Pierre LeRoux、Anne M. Mooring、Paul R. West

  DOI：10.1021/ja00242a034

  日期：1987.4
• Unusual deuterium isotope effects in13C NMR spectra oftrans-stilbene
  作者：Ziatko Meić、Dražen Vikić-topić、Hans Güsten

  DOI：10.1002/mrc.1270220409

  日期：1984.4

  AbstractA detailed analysis of the 13C NMR spectra of trans‐stilbene and ten deuteriated trans‐stilbenes has been undertaken. Some unusual deuterium isotope effects on carbon–hydrogen spin–spin coupling constants could not be explained by the ordinary primary and secondary isotope effects. The positive and negative changes of nJ(CH) were interpreted in terms of a steric effect, the vibrational influence of the CD bond and the para‐effect induced by deuterium. In this respect, deuterium behaves as a real substituent with electronic properties different from those of hydrogen. The deuterium isotope effects on 13C NMR chemical shifts and carbon–deuterium coupling constants have also been determined.