p-acetanilide benzoylmethyl sulfone | 130188-79-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-acetanilide benzoylmethyl sulfone
• 英文别名: p-acetanilidephenacyl sulfone；N-(4-((2-oxo-2-phenylethyl)sulfonyl)phenyl)acetamide；acetic acid-[4-(2-oxo-2-phenyl-ethanesulfonyl)-anilide]；Essigsaeure-[4-(2-oxo-2-phenyl-aethansulfonyl)-anilid]；2-(4-Acetamino-phenylsulfon)-1-phenyl-aethanon-(1)；Essigsaeure-(4-phenacylsulfon-anilid)；N-(4-phenacylsulfonylphenyl)acetamide
• CAS: 130188-79-3
• 化学式: C₁₆H₁₅NO₄S
• 分子量: 317.365
• InChiKey: MSMXKMZGTYTCLV-UHFFFAOYSA-N

物化性质

• 沸点：
  609.7±55.0 °C(Predicted)
• 密度：
  1.321±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  88.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  p-acetanilide benzoylmethyl sulfone 在 溴 、 溶剂黄146 作用下， 生成 acetic acid-[4-(1-bromo-2-oxo-2-phenyl-ethanesulfonyl)-anilide]
  参考文献：
  名称：

  Ohta; Satoh, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1948, vol. 68, p. 213

  摘要：

  DOI：
• 作为产物：
  描述：

  4-乙酰氨基苯硫酚 在 potassium permanganate 、 双氧水 作用下， 生成 p-acetanilide benzoylmethyl sulfone
  参考文献：
  名称：

  Ohta; Ishikawa, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1950, vol. 70, p. 16

  摘要：

  DOI：

文献信息

• Oxysulfonylation of Alkenes with Sulfonyl Hydrazides under Transition-Metal-Free Conditions
  作者：Congrong Liu、Lianghui Ding、Guang Guo、Weiwei Liu

  DOI：10.1002/ejoc.201501613

  日期：2016.2

  A novel method to synthesise β-keto sulfones is demonstrated by Bronsted acid promoted oxysulfonylation of alkenes with sulfonyl hydrazides under transition-metal-free conditions. The reaction selectively affords structurally diverse β-keto sulfones in good to excellent yields in a 9:1 mixture of acetonitrile/water.

  在无过渡金属条件下，布朗斯台德酸促进烯烃与磺酰肼的氧磺酰化，证明了一种合成 β-酮砜的新方法。该反应在乙腈/水的 9:1 混合物中选择性地提供结构多样的 β-酮砜，收率良好至极好。
• Aerobic Oxidation in Nanomicelles of Aryl Alkynes, in Water at Room Temperature
  作者：Sachin Handa、James C. Fennewald、Bruce H. Lipshutz

  DOI：10.1002/anie.201310634

  日期：2014.3.24

  On the basis of the far higher solubility of oxygen gas inside the hydrocarbon core of nanomicelles, metal and peroxide free aerobic oxidation of aryl alkynes to β‐ketosulfones has been achieved in water at room temperature. Many examples are offered that illustrate broad functional group tolerance. The overall process is environmentally friendly, documented by the associated low E Factors.

  基于纳米胶束碳氢化合物核内氧气的更高溶解度，在室温下在水中实现了芳基炔烃至 β-酮砜的无金属和过氧化物有氧氧化。提供了许多示例来说明广泛的官能团耐受性。整个过程是环保的，由相关的低 E 因子记录。
• 150. Synthesis of amino-sulphones
  作者：Alan A. Goldberg、Donald M. Besly

  DOI：10.1039/jr9450000566

  日期：——
• X-ray investigations of sulfur-containing fungicides. IV. 4′-{[Benzoyl(4-chlorophenylhydrazono)methyl]sulfonyl}acetanilide and 4′-{[benzoyl(4-methoxyphenylhydrazono)methyl]sulfonyl}acetanilide
  作者：Wojciech M. Wolf

  DOI：10.1107/s0108270101010642

  日期：2001.9.15

  The conformations of the two approximately isomorphous structures 4'-[benzoyl(4-chlorophenylhydrazono)methyl]sulfonyl}acetanilide, C22H18ClN3O4S, and 4'-[benzoyl(4-methoxyphenylhydrazono)methyl]sulfonyl}acetanilide, C23H21N3O5S, are stabilized by resonance-assisted intramolecular hydrogen bonds linking the hydrazone moieties and sulfonyl groups. The stronger bond is observed in the former compound. The difference in electronic properties between the Cl atom and the methoxy group is too small to significantly alter the non-bonding interactions of the sulfonyl and beta -carbonyl groups.
• 217. Synthesis of diamino sulphones
  作者：Alan A. Goldberg

  DOI：10.1039/jr9450000826

  日期：——