[4-(Hydroxymethyl)phenyl] benzenesulfonate | 118107-84-9

• 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: [4-(Hydroxymethyl)phenyl] benzenesulfonate
• CAS: 118107-84-9
• 化学式: C₁₃H₁₂O₄S
• 分子量: 264.302
• InChiKey: CDHWWRQDMFPEQP-UHFFFAOYSA-N

物化性质

• 熔点：
  41 °C(Solv: methanol (67-56-1); water (7732-18-5))
• 沸点：
  457.0±37.0 °C(Predicted)
• 密度：
  1.342±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [4-(Hydroxymethyl)phenyl] benzenesulfonate 在 硝酸 作用下， 以 硝基甲烷 为溶剂， 反应 3.0h， 以70%的产率得到(4-甲酰基苯基)苯磺酸盐
  参考文献：
  名称：

  Gasparrini, F.; Giovannoli, M.; Misiti, D., Synthetic Communications, 1988, vol. 18, # 1, p. 69 - 76

  摘要：

  DOI：
• 作为产物：
  描述：

  苯磺酰氯 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 [4-(Hydroxymethyl)phenyl] benzenesulfonate
  参考文献：
  名称：

  Natural products-based insecticidal agents 11. Synthesis and insecticidal activity of novel 4α-arylsulfonyloxybenzyloxy-2β-chloropodophyllotoxin derivatives against Mythimna separata Walker in vivo

  摘要：

  In continuation of our program aimed at the discovery and development of natural products-based insecticidal agents, 14 novel 4 alpha-arylsulfonyloxybenzyloxy-2 beta-chloropodophyllotoxin derivatives were stereoselectively semisynthesized from podophyllotoxin, and preliminarily evaluated for their insecticidal activity against the pre-third-instar larvae of Mythimna separata Walker in vivo. Especially compounds 9c' and 9g' exhibited the most promising and pronounced insecticidal activity than toosendanin, a commercial insecticide derived from Melia azedarach at 1 mg/mL. Generally, it was preliminarily demonstrated that arylsulfonyloxy groups at the C-2 position of benzyloxy moiety and the length of the side chain on the benzenesulfonyloxy group of 4 alpha-arylsulfonyloxybenzyloxy-2 beta-chloropodophyllotoxins might be important for the insecticidal activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.075

文献信息

• Battersby; Chrystal; Staunton, Journal of the Chemical Society. Perkin transactions I, 1980, vol. 1, p. 31 - 42
  作者：Battersby、Chrystal、Staunton

  DOI：——

  日期：——
• GASPARRINI, F.;GIOVANNOLI, M.;MISITI, D.;NATILE, G.;PALMIERI, G., SYNTH. COMMUN., 18,(1988) N 1, 69-75
  作者：GASPARRINI, F.、GIOVANNOLI, M.、MISITI, D.、NATILE, G.、PALMIERI, G.

  DOI：——

  日期：——