4-hydroxy-3-thiocyanatopent-3-en-2-one | 1219636-91-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-hydroxy-3-thiocyanatopent-3-en-2-one
• 英文别名: HacacSCN；1-Acetyl-2-hydroxy-1-propen-1-yl thiocyanate；(2-hydroxy-4-oxopent-2-en-3-yl) thiocyanate
• CAS: 1219636-91-5
• 化学式: C₆H₇NO₂S
• 分子量: 157.193
• InChiKey: NSTVSMSZDCKZNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.58
• 重原子数：
  10.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  61.09
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-hydroxy-3-thiocyanatopent-3-en-2-one 在 硼酸三丁酯 、 三氟化硼乙醚 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以78%的产率得到boron difluoride 3-(thiocyano)acetylacetonate
  参考文献：
  名称：

  α-substituted boron difluoride acetylacetonates

  摘要：

  By treatment of a-substituted acetylacetone derivatives with boron trifluoride etherate a series of earlier unknown boron difluoride complexes is obtained. The series includes binuclear complexes containing boron in the chelate fragment connected via sulfur or selenium atom. Gas chromatographic and spectral characteristics of the obtained compounds were investigated. By means of chromato-mass spectrometry their reaction with hydrazine in acidic and alkaline media was studied.

  DOI：

  10.1134/s1070363208080094
• 作为产物：
  描述：

  次氮基-氰基二硫基-甲烷 、 乙酰丙酮 以 氯仿 为溶剂， 反应 1.5h， 以65%的产率得到4-hydroxy-3-thiocyanatopent-3-en-2-one
  参考文献：
  名称：

  α-substituted boron difluoride acetylacetonates

  摘要：

  By treatment of a-substituted acetylacetone derivatives with boron trifluoride etherate a series of earlier unknown boron difluoride complexes is obtained. The series includes binuclear complexes containing boron in the chelate fragment connected via sulfur or selenium atom. Gas chromatographic and spectral characteristics of the obtained compounds were investigated. By means of chromato-mass spectrometry their reaction with hydrazine in acidic and alkaline media was studied.

  DOI：

  10.1134/s1070363208080094

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。