1-(4-methoxyphenyl)-1-thiocyanatopropan-2-one | 1177265-39-2

• 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-(4-methoxyphenyl)-1-thiocyanatopropan-2-one
• 英文别名: [1-(4-Methoxyphenyl)-2-oxopropyl] thiocyanate
• CAS: 1177265-39-2
• 化学式: C₁₁H₁₁NO₂S
• 分子量: 221.28
• InChiKey: XCZXABUJTMFMBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  75.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  硫氰酸铵 、 1-bromo-1-(4-methoxyphenyl)propan-2-one 在 montmorillonite K₁₀ clay 作用下， 以 丙酮 为溶剂， 反应 0.68h， 以98%的产率得到1-(4-methoxyphenyl)-1-thiocyanatopropan-2-one
  参考文献：
  名称：

  A convenient, rapid, and general synthesis of α-oxo thiocyanates using clay supported ammonium thiocyanate

  摘要：

  A very rapid, convenient, and general method for the synthesis of alpha-oxo thiocyanates has been described by using clay supported ammonium thiocyanate. The procedure avoids the use of additional catalyst, solvent, aqueous work-up and the yields are high. Moreover, the method is applicable for a variety of aryl, heteroaryl, alkyl alpha-halo carbonyls, beta-keto tosylates, alpha-halo beta-dicarbonyl, alpha-tosyl, beta-dicarbonyl, alkyl halide, and alkyl tosylates. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.113

文献信息

• Acyl-isothiocyanates as Efficient Thiocyanate Transfer Reagents
  作者：Charuta C. Palsuledesai、Siva Murru、Santosh K. Sahoo、Bhisma K. Patel

  DOI：10.1021/ol901561j

  日期：2009.8.6

  An unprecedented transfer of a thiocyanate (-SCN) group from aroyl/acyl isothlocyanate to alkyl or benzylic bromide is observed in the presence of a tertiary amine. This process is most effective when the bromomethyl proton is less acidic, while the presence of a more acidic proton gives 1,3-oxathiol-2-ylidine and other related products.