2-methyl-1-phenyl-2-thiocyanatobutane-1,3-dione | 1219636-92-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methyl-1-phenyl-2-thiocyanatobutane-1,3-dione
• 英文别名: (2-Methyl-1,3-dioxo-1-phenylbutan-2-yl) thiocyanate
• CAS: 1219636-92-6
• 化学式: C₁₂H₁₁NO₂S
• 分子量: 233.291
• InChiKey: HMWGDRUMLOOZGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  83.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  硫氰酸铵 、 2-bromo-2-methyl-1-phenylbutane-1,3-dione 在 montmorillonite K₁₀ clay 作用下， 以 丙酮 为溶剂， 反应 0.68h， 以96%的产率得到2-methyl-1-phenyl-2-thiocyanatobutane-1,3-dione
  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

• Mild and Efficient Method for α-Thiocyanation of Ketones and β-Dicarbonyl Compounds Using Bromodimethylsulfonium Bromide–Ammonium Thiocyanate
  作者：Dinesh S. Bhalerao、Krishnacharya G. Akamanchi

  DOI：10.1080/00397910902838938

  日期：2010.2.26

  An efficient and convenient method for α-thiocyanation of ketones and β-dicarbonyl compounds has been developed using a reagent combination of bromodimethylsulfonium bromide (BDMS) and ammonium thiocyanate in acetonitrile. The developed method is mild and gave good yield of the products at room temperature.

  使用溴二甲基溴化锍 (BDMS) 和硫氰酸铵在乙腈中的试剂组合，开发了一种有效且方便的酮和 β-二羰基化合物的 α-硫氰化方法。所开发的方法温和，在室温下产品收率良好。