(Z)-2,3-difluoro-1,3-diphenyl-2-propen-1-one | 108615-83-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (Z)-2,3-difluoro-1,3-diphenyl-2-propen-1-one
• 英文别名: (Z)-2,3-difluoro-1,3-diphenylprop-2-en-1-one
• CAS: 108615-83-4
• 化学式: C₁₅H₁₀F₂O
• 分子量: 244.241
• InChiKey: QQCDFXCOTCCYOZ-YPKPFQOOSA-N

物化性质

• 沸点：
  319.9±42.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-1,2-二氟苯乙烯 、 苯甲酰氯 生成 (Z)-2,3-difluoro-1,3-diphenyl-2-propen-1-one 、 (E)-2,3-difluoro-1,3-diphenyl-2-propen-1-one
  参考文献：
  名称：

  Fluorovinylzinc Reagents: Access to Fluorovinyl Ketones, Esters, and Heterocycles

  摘要：

  已制备几种氟乙烯基锌试剂。钯催化的交叉耦合反应能选择性地生成氟化化合物。

  DOI：

  10.1055/s-1986-31695

文献信息

• Nucleophilic Di- and Tetrafluorination of Dicarbonyl Compounds
  作者：Rajendra P. Singh、Utpal Majumder、Jean'ne M. Shreeve

  DOI：10.1021/jo0157674

  日期：2001.9.1

  Reactions of various diketo compounds with Deoxofluor [(CH3OCH2CH2)(2)NSF3] have been investigated. When reacted with Deoxofluor, a-diketones, R1COCOR2 (R-1 = R-2 = Ph; R-1 = R-2 = 4-Me-C6H4; R-1 = Ph, R-2 = Me; R-1 = Me, R-2 = Et) (1a-d) formed difluoro derivatives (2a-d) in the presence of a catalytic amount of HF and/or tetrafluoro (3a-d) products depending on the reaction conditions and stoichiometry used. Reactions of beta -diketones, R3COCH2COR4 (R-3 = R-4 = Ph; R-3 = R-4 = Me; R-3 = Me, R-4 = Ph) (4e-g), with Deoxofluor in the presence of a catalytic amount of HF led to the formation of difluoroalkenones as a mixture of E (5e-g) and Z (6e-g) isomers in good yield. Reaction of other diones, R5CO-X-COR6 (R-5 = R-6 = Ph, X =-CH=CH-; R-5 = R-6 = Me, X = -C6H4C6H4-; R-5 = R-6 = Ph, X = -CH2CH2CH2-; R-5 = R-6 = Me, X = -CH2CH2-) (7h-k) with Deoxofluor produced mainly difluoro products (8h-k) with low yields of tertrafluoro derivatives (9h-k). Acyclic alpha -keto amides react poorly to give the corresponding difluoro derivatives, whereas cyclic (alpha -keto amides (101-p) react smoothly under very mild conditions to produce the corresponding difluoro products (111-p) in > 88% isolated yield.