<2,4,6-(2)H3>benzoic acid | 14435-76-8

• 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: <2,4,6-(2)H3>benzoic acid
• 英文别名: benzoic acid-2,4,6-d3；2,4,6-trideuterio-benzoic acid；(2.4.6-²H3)Benzoesaeure；2,4,6-Trideuterio-benzoesaeure；2,4,6-Trideuterobenzoesaeure；2,4,6-d(3)-Benzoesaeure；2,4,6-trideuteriobenzoic acid
• CAS: 14435-76-8
• 化学式: C₇H₆O₂
• 分子量: 125.1
• InChiKey: WPYMKLBDIGXBTP-NHPOFCFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  <2,4,6-(2)H3>benzoic acid 在 lithium aluminium tetrahydride 作用下， 生成 benzyl alcohol-2,4,6-d3
  参考文献：
  名称：

  Skeletal rearrangements on chemical ionization of dibenzyl ether and derivatives

  摘要：

  AbstractProtonated molecular ions of dibenzyl ether, formed by chemical ionization using hydrogen and isobutane as reagent gases, undergo skeletal rearrangements to lose water and formaldehyde, both in the ion source and the flight path. The rearrangements have been elucidated by deuterium labelling and chemical substitution. The water lost contains the reagent proton and an aromatic hydrogen atom, and the aromatic hydrogen atoms have been shown to be mobile prior to the reaction. It is proposed that the skeletal rearrangement for water loss is initiated by protonation on the ether oxygen atom, followed by benzyl migration. The formaldehyde lost contains benzylic hydrogen atoms exclusively, and it is proposed that the skeletal rearrangement is preceded by hydrogen rearrangement of an oxygen protonated molecular ion to a ring protonated molecular ion. Daughter ion structures are supported by comparisons of their collision induced dissociation spectra with those of isomeric ions prepared by alternative routes.

  DOI：

  10.1002/oms.1210161003
• 作为产物：
  描述：

  -benzonitrile 在 sodium hydroxide 作用下， 生成 <2,4,6-(2)H3>benzoic acid
  参考文献：
  名称：

  Skeletal rearrangements on chemical ionization of dibenzyl ether and derivatives

  摘要：

  AbstractProtonated molecular ions of dibenzyl ether, formed by chemical ionization using hydrogen and isobutane as reagent gases, undergo skeletal rearrangements to lose water and formaldehyde, both in the ion source and the flight path. The rearrangements have been elucidated by deuterium labelling and chemical substitution. The water lost contains the reagent proton and an aromatic hydrogen atom, and the aromatic hydrogen atoms have been shown to be mobile prior to the reaction. It is proposed that the skeletal rearrangement for water loss is initiated by protonation on the ether oxygen atom, followed by benzyl migration. The formaldehyde lost contains benzylic hydrogen atoms exclusively, and it is proposed that the skeletal rearrangement is preceded by hydrogen rearrangement of an oxygen protonated molecular ion to a ring protonated molecular ion. Daughter ion structures are supported by comparisons of their collision induced dissociation spectra with those of isomeric ions prepared by alternative routes.

  DOI：

  10.1002/oms.1210161003

文献信息

• REDUCTION OF HALOBENZOIC ACIDS TO DEUTERATED BENZOIC ACIDS WITH RANEY ALLOYS IN NaOD–D₂O SOLUTION
  作者：Masashi Tashiro、Kouji Nakayama、Gouki Fukata

  DOI：10.1246/cl.1981.359

  日期：1981.3.5

  Reduction of bromobenzoic acids with Raney Cu–Al alloy in 10% NaOD2O solution afforded the corresponding deuterated benzoic acids in high yields and in high isotopic purities. However, use of Raney Ni–Al alloy instead of Cu–Al alloy leads to the introduction of more than the expected number of deuterium atoms. It was also found that treatment of benzoic acid with Raney Ni–Al alloy in 10% NaOD–D2O solution

  在 10% NaOD2O 溶液中用 Raney Cu-Al 合金还原溴苯甲酸，以高产率和高同位素纯度提供相应的氘代苯甲酸。然而，使用 Raney Ni-Al 合金代替 Cu-Al 合金会导致引入超过预期数量的氘原子。还发现在 10% NaOD-D2O 溶液中用 Raney Ni-Al 合金处理苯甲酸会得到氘代苯甲酸的混合物。
• Raftery, Mark J.; Bowie, John H.; Sheldon, John C., Journal of the Chemical Society. Perkin transactions II, 1988, p. 563 - 570
  作者：Raftery, Mark J.、Bowie, John H.、Sheldon, John C.

  DOI：——

  日期：——