1,1-d2-neopentyl 4-nitrobenzenesulfonate | 75725-21-2

• 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: 1,1-d2-neopentyl 4-nitrobenzenesulfonate
• 英文别名: d(2)-Neopentylnosylat
• CAS: 75725-21-2
• 化学式: C₁₁H₁₅NO₅S
• 分子量: 275.294
• InChiKey: PAIGEEPTQLAZGY-MGVXTIMCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  86.51
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1,1-d2-neopentyl 4-nitrobenzenesulfonate 在 palladium on activated charcoal 氢气 作用下， 以 乙醚 、 环己烷 为溶剂， 反应 4.0h， 以22 mg的产率得到1,1-d2-neopentyl p-aminobenzenesulfonate
  参考文献：
  名称：

  The effect ofpara-substitution on the mass spectra of arylsulphonate esters of neopentanol

  摘要：

  AbstractThe mass spectra of several para‐substituted benzenesulfonic and benzoic esters of unlabelled and 1,1‐d2‐neopentyl alcohol are examined and compared. Evidence is presented of migration of the aryl group from the sulfur to an oxygen atom in the molecular ions of the sulfonic esters. The nature of the fragmentation processes and the occurrence of metastable ions for these processes are both much more dependent upon the polarity of the para substituent in the case of the sulfonates than for the benzoates. Elimination of C5H10 occurs from the molecular ion of the p‐methoxysulfonate with transfer to the residual ion of a hydrogen atom selected randomly from the alkyl fragment, while in the case of the p‐aminosulfonate, incomplete randomization is demonstrated.

  DOI：

  10.1002/oms.1210201210

文献信息

• Kinetic isotope effect study on methyl participation in solvolysis of neopentyl-type arenesulfonates
  作者：Takashi Ando、Hiroshi Yamataka、Hisao Morisaki、Junko Yamawaki、Junjiro Kuramochi、Yasuhide Yukawa

  DOI：10.1021/ja00392a030

  日期：1981.1

  kinetic isotope effects at various positions have been measured in the solvolysis of neopentyl arenesulfonates. In the acetolysis of neopentyl nosylate (6) at 100/sup 0/C, carbon isotope effects (k/sup 12//k/sup 14/) are 1.073 at ..cap alpha.., 1.019 at ..beta.., and 1.046 at ..gamma... Deuterium effects (k/sub H//k/sub D/) are 1.187 at ..cap alpha.. (D/sub 2/) and 1.016 at ..gamma.. (D/sub 9/). In

  已在新戊基芳烃磺酸盐的溶剂分解中测量了不同位置的碳 14 和氘动力学同位素效应。在 100/sup 0/C 下新戊基诺磺酸酯 (6) 的乙酰分解中，碳同位素效应 (k/sup 12//k/sup 14/) 在 ..cap alpha.. 为 1.073，在 ..beta.. 为 1.019。 , 和 1.046 at ..gamma... 氘效应 (k/sub H//k/sub D/) 是 1.187 at ..cap alpha.. (D/sub 2/) 和 1.016 at ..gamma.. ( D/sub 9/)。在 65/sup 0/C 下溴化新戊酯 (7) 的三氟乙酰化中，k/sup 12//k/sup 14/ 在 ..cap alpha.. 为 1.073，在..beta.. 为 1.023，在..beta.. 为 1.026。 .gamma.. 和 k/sub H//k/sub
• The effect of<i>para</i>-substitution on the mass spectra of arylsulphonate esters of neopentanol
  作者：Orval A. Mamer、Abeysinghe A. Padmapriya、George Just

  DOI：10.1002/oms.1210201210

  日期：1985.12

  AbstractThe mass spectra of several para‐substituted benzenesulfonic and benzoic esters of unlabelled and 1,1‐d2‐neopentyl alcohol are examined and compared. Evidence is presented of migration of the aryl group from the sulfur to an oxygen atom in the molecular ions of the sulfonic esters. The nature of the fragmentation processes and the occurrence of metastable ions for these processes are both much more dependent upon the polarity of the para substituent in the case of the sulfonates than for the benzoates. Elimination of C5H10 occurs from the molecular ion of the p‐methoxysulfonate with transfer to the residual ion of a hydrogen atom selected randomly from the alkyl fragment, while in the case of the p‐aminosulfonate, incomplete randomization is demonstrated.