3-oxo-4,4,4-trifluorobutyraldehyde | 70817-53-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-oxo-4,4,4-trifluorobutyraldehyde
• 英文别名: 4,4,4-trifluorobutane-1,3-dione；4,4,4-trifluoro-3-oxobutanal；trifluoro-acetylacetaldehyde；trifluoroacetylacetaldehyde；Butanal, 4,4,4-trifluoro-3-oxo-
• CAS: 70817-53-7
• 化学式: C₄H₃F₃O₂
• 分子量: 140.062
• InChiKey: CFLWIVMDYUDICT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-oxo-4,4,4-trifluorobutyraldehyde 、 氨基硫脲 以 乙醇 为溶剂， 生成 (5R)-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazol-1-thiocarboxamide
  参考文献：
  名称：

  Synthesis of Some 2-(3-Alkyl/aryl-5-trifluoromethylpyrazol-1-yl)-4-(coumarin-3-yl)thiazoles as Novel Antibacterial Agents

  摘要：

  Herein, we describe a one-pot synthesis of some novel 2-(3-alkyl/aryl-5-trifluoromethylpyrazol-1-yl)-4-(coumarin-3-yl)thiazoles (6) involving the reaction of 3-alkyl/aryl-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazole-1-thiocarboxamides (3) with 3-bromoacetylcoumarins (5) in the presence of sodium carbonate in ethanol. Reaction of 3 with 5 in the absence of sodium carbonate, however, resulted in the formation of 2-(3-alkyl/aryl-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazol-1-yl)-4-(coumarin-3-yl)thiazoles, which were subsequently dehydrated to 6 by refluxing in ethanol in the presence of sodium carbonate. The structure of the synthesized compounds (6) was confirmed by infrared (IR), mass, H-1 NMR, and C-13 NMR spectra and elemental analysis data. Newly synthesized compounds (6) showed moderate to good activity against Gram-positive bacteria.

  DOI：

  10.1080/00397911.2015.1062986
• 作为产物：
  描述：

  4-ethoxy-1,1,1-trifluoro-3-butene-2-one 在 硫酸 作用下， 以 水 为溶剂， 反应 16.0h， 生成 3-oxo-4,4,4-trifluorobutyraldehyde
  参考文献：
  名称：

  合成1-叔丁基-3(5)-三氟甲基-1H-吡唑的区域选择性和反应介质的比较研究

  摘要：

  介绍了从 4-烷氧基-1,1,1-三氟-3-烯烃-2 反应合成一系列 1-叔丁基-3(5)-(三氟甲基)-1H-吡唑的研究-ones [CF3C(O)CH=C(R1)(OR)，其中 R = Et 且 R1 = H 或 R = Me 且 R1 = Me、Ph、4-Me-C6H4、4-MeO-C6H4、4- F-C6H4、4-Cl-C6H4、4-Br-C6H4、4-I-C6H4、fur-2-yl、thien-2-yl或naphth-2-yl]与叔丁基肼盐酸盐。当[BMIM][BF4]（1-丁基-3-甲基咪唑四氟硼酸盐）和吡啶用作反应介质时，我们得到了1-叔丁基-3（5）-三氟甲基吡唑的混合物。当反应在乙醇中的 NaOH 中进行时，会形成具有高区域选择性的 5-三氟甲基-1-叔丁基-1H-吡唑。4-烷氧基-1,1水解后，生成1-叔丁基-3-三氟甲基-1H-吡唑，

  DOI：

  10.1002/ejoc.201201111

文献信息

• Novel Amide Functionalized Trifluoromethyl thieno[2,3-b]pyridine Derivatives: Anti-cancer Activity and Molecular Docking Studies
  作者：Sailu Betala、Naveen Puram、Udayasri Bhanothu

  DOI：10.2174/0115701786272432231211100408

  日期：2024.7

  Our primary research objective is to create and formulate small ring heterocycles with enhanced biological efficacy. Amide functionalized trifluoromethyl thieno[2,3-b]pyridine derivatives as a series were prepared starting from reaction between 1,3 di-ketone and thiocyanoacetamide and obtained pyridine 3. Compound 3 reacts with bromoethyl acetate and obtained compound 4, further compound 4 on reaction with diverse substituted aromatic and aliphatic amines to get amide derivatives 5a-d, 6a-d and 7a-h. All the final compounds evaluated for anti cancer activity against four human cancer cell lines such as ‘HeLa - Cervical cancer (CCL-2); COLO 205- Colon cancer (CCL- 222); HepG2 - Liver cancer (HB-8065); MCF7 - Breast cancer (HTB-22)’ and promising compounds 7d, 7e and 7f have been identified. For compounds 7d, 7e and 7f molecular docking interactions have been identified.
• Synthesis of Some 2-(3-Alkyl/aryl-5-trifluoromethylpyrazol-1-yl)-4-(coumarin-3-yl)thiazoles as Novel Antibacterial Agents
  作者：Sunil Kumar、Ranjana Aggarwal、Chetan Sharma

  DOI：10.1080/00397911.2015.1062986

  日期：2015.9.2

  Herein, we describe a one-pot synthesis of some novel 2-(3-alkyl/aryl-5-trifluoromethylpyrazol-1-yl)-4-(coumarin-3-yl)thiazoles (6) involving the reaction of 3-alkyl/aryl-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazole-1-thiocarboxamides (3) with 3-bromoacetylcoumarins (5) in the presence of sodium carbonate in ethanol. Reaction of 3 with 5 in the absence of sodium carbonate, however, resulted in the formation of 2-(3-alkyl/aryl-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazol-1-yl)-4-(coumarin-3-yl)thiazoles, which were subsequently dehydrated to 6 by refluxing in ethanol in the presence of sodium carbonate. The structure of the synthesized compounds (6) was confirmed by infrared (IR), mass, H-1 NMR, and C-13 NMR spectra and elemental analysis data. Newly synthesized compounds (6) showed moderate to good activity against Gram-positive bacteria.
• Comparative Study of the Regioselectivity and Reaction Media for the Synthesis of 1-<i>tert</i>-Butyl-3(5)-trifluoromethyl-1<i>H</i>-pyrazoles
  作者：Marcos A. P. Martins、Mara R. B. Marzari、Clarissa P. Frizzo、Marcileia Zanatta、Lilian Buriol、Valquiria P. Andrade、Nilo Zanatta、Helio G. Bonacorso

  DOI：10.1002/ejoc.201201111

  日期：2012.12

  A study is presented for the synthesis of a series of 1-tert-butyl-3(5)-(trifluoromethyl)-1H-pyrazoles from the reaction of 4-alkoxy-1,1,1-trifluoro-3-alken-2-ones [CF3C(O)CH=C(R1)(OR), where R = Et and R1 = H or R = Me and R1 = Me, Ph, 4-Me-C6H4, 4-MeO-C6H4, 4-F-C6H4, 4-Cl-C6H4, 4-Br-C6H4, 4-I-C6H4, fur-2-yl, thien-2-yl, or naphth-2-yl] with tert-butylhydrazine hydrochloride. When [BMIM][BF4] (1-

  介绍了从 4-烷氧基-1,1,1-三氟-3-烯烃-2 反应合成一系列 1-叔丁基-3(5)-(三氟甲基)-1H-吡唑的研究-ones [CF3C(O)CH=C(R1)(OR)，其中 R = Et 且 R1 = H 或 R = Me 且 R1 = Me、Ph、4-Me-C6H4、4-MeO-C6H4、4- F-C6H4、4-Cl-C6H4、4-Br-C6H4、4-I-C6H4、fur-2-yl、thien-2-yl或naphth-2-yl]与叔丁基肼盐酸盐。当[BMIM][BF4]（1-丁基-3-甲基咪唑四氟硼酸盐）和吡啶用作反应介质时，我们得到了1-叔丁基-3（5）-三氟甲基吡唑的混合物。当反应在乙醇中的 NaOH 中进行时，会形成具有高区域选择性的 5-三氟甲基-1-叔丁基-1H-吡唑。4-烷氧基-1,1水解后，生成1-叔丁基-3-三氟甲基-1H-吡唑，