2-((4-氯苯基)硫代)戊烷-3-酮 | 1029989-39-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-((4-氯苯基)硫代)戊烷-3-酮
• 英文名称: 2-((4-chlorophenyl)thio)pentan-3-one
• 英文别名: 2-(4-chlorophenyl)sulfanylpentan-3-one
• CAS: 1029989-39-6
• 化学式: C₁₁H₁₃ClOS
• 分子量: 228.743
• InChiKey: CZBXNCCCBWYSBF-UHFFFAOYSA-N

物化性质

• 沸点：
  312.2±27.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氯苯硫酚 、 3-戊酮 在 N-氯代丁二酰亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.3h， 以98%的产率得到2-((4-氯苯基)硫代)戊烷-3-酮
  参考文献：
  名称：

  N-Chlorosuccinimide as a versatile reagent for the sulfenylation of ketones: a facile synthesis of α-ketothioethers

  摘要：

  The sulfenylation of ketones having alpha-hydrogens has been achieved using N-chlorosuccinimide (NCS) under mild reaction conditions to produce alpha-ketothioethers in excellent yields with high selectivity. The use of NCS makes this method quite simple, convenient and practical. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2008.02.136

文献信息

• Odorless, Regioselective Synthesis of Diaryl Sulfides and α-Thioaryl Carbonyls from Sodium Arylsulfinates <i>via</i> a Metal- Free Radical Strategy in Water
  作者：Ya-mei Lin、Guo-ping Lu、Gui-xiang Wang、Wen-bin Yi

  DOI：10.1002/adsc.201600846

  日期：2016.12.22

  Regioselective arylthiolations of aromatic amines, arenols and ketones via C–H bond functionalization have been achieved with I2 and PPh3 in an aqueous system, whereby arylsulfenyl radicals are in situ generated from odorless sodium arylsulfinates. The arylsulfenyl radicals can react with free anilines containing electron‐withdrawing groups and complex substrates (estrone and progesterone). Further

  在水体系中，使用I 2和PPh 3可以通过C–H键官能化实现芳香胺，芳烃和酮的区域选择性芳基硫基化反应，从而从无味的芳基亚磺酸钠原位生成芳基亚硫基。芳基亚硫基自由基可以与包含吸电子基团和复杂底物（雌酮和孕酮）的游离苯胺反应。还进行了进一步的实验和量子化学计算，以推导形成芳基亚硫基基团的机理。
• N-Chlorosuccinimide as a versatile reagent for the sulfenylation of ketones: a facile synthesis of α-ketothioethers
  作者：J.S. Yadav、B.V. Subba Reddy、Ruchi Jain、Gakul Baishya

  DOI：10.1016/j.tetlet.2008.02.136

  日期：2008.4

  The sulfenylation of ketones having alpha-hydrogens has been achieved using N-chlorosuccinimide (NCS) under mild reaction conditions to produce alpha-ketothioethers in excellent yields with high selectivity. The use of NCS makes this method quite simple, convenient and practical. (C) 2008 Published by Elsevier Ltd.