(3-Chlorophenyl)methyl 4-methoxybenzene-1-sulfonate | 139218-48-7

• 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-Chlorophenyl)methyl 4-methoxybenzene-1-sulfonate
• 英文别名: (3-chlorophenyl)methyl 4-methoxybenzenesulfonate
• CAS: 139218-48-7
• 化学式: C₁₄H₁₃ClO₄S
• 分子量: 312.774
• InChiKey: BWTHIUQHTWJLKC-UHFFFAOYSA-N

物化性质

• 沸点：
  453.8±35.0 °C(Predicted)
• 密度：
  1.335±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  氰化四乙基铵 、 (3-Chlorophenyl)methyl 4-methoxybenzene-1-sulfonate 在 4-硝基甲苯 作用下， 以 水 、 乙腈 为溶剂， 生成 间氯氰苄
  参考文献：
  名称：

  Using ¹¹C/¹⁴C Incoming Group and Secondary α-Deuterium KIEs To Determine How a Change in Leaving Group Alters the Structure of the Transition State of the S_N2 Reactions between m-Chlorobenzyl para-Substituted Benzenesulfonates and Cyanide Ion

  摘要：

  The C-11/C-14 incoming group and secondary alpha-deuterium KIEs and Hammett rho value found by changing the substituent in the leaving group of the S(N)2 reactions between meta-chlorobenzyl para-substituted benzenesulfonates and cyanide ion in 0.5% aqueous acetonitrile at 0 degrees C suggest that these reactions occur via an unsymmetrical, product-like transition state. Changing to a better leaving group leads to a transition state with a slightly shorter nucleophile-alpha-carbon bond and a longer alpha-carbon-leaving group bond. The changes in transition state structure are consistent with the Bond Strength Hypothesis.

  DOI：

  10.1021/ja972981u
• 作为产物：
  描述：

  3-氯苯甲醇 、 对甲氧基苯磺酰氯 在 sodium hydride 作用下， 以 乙醚 为溶剂， 以18%的产率得到(3-Chlorophenyl)methyl 4-methoxybenzene-1-sulfonate
  参考文献：
  名称：

  Gordon, Isobel M.; Maskill, H., Journal of the Chemical Society. Perkin transactions II, 1991, # 12, p. 1951 - 1954

  摘要：

  DOI：

文献信息

• Using ¹¹C/¹⁴C Incoming Group and Secondary α-Deuterium KIEs To Determine How a Change in Leaving Group Alters the Structure of the Transition State of the S_N2 Reactions between <i>m</i>-Chlorobenzyl <i>para</i>-Substituted Benzenesulfonates and Cyanide Ion
  作者：Kenneth C. Westaway、Yao-ren Fang、Jonas Persson、Olle Matsson

  DOI：10.1021/ja972981u

  日期：1998.4.1

  The C-11/C-14 incoming group and secondary alpha-deuterium KIEs and Hammett rho value found by changing the substituent in the leaving group of the S(N)2 reactions between meta-chlorobenzyl para-substituted benzenesulfonates and cyanide ion in 0.5% aqueous acetonitrile at 0 degrees C suggest that these reactions occur via an unsymmetrical, product-like transition state. Changing to a better leaving group leads to a transition state with a slightly shorter nucleophile-alpha-carbon bond and a longer alpha-carbon-leaving group bond. The changes in transition state structure are consistent with the Bond Strength Hypothesis.
• Gordon, Isobel M.; Maskill, H., Journal of the Chemical Society. Perkin transactions II, 1991, # 12, p. 1951 - 1954
  作者：Gordon, Isobel M.、Maskill, H.

  DOI：——

  日期：——