2,2,2-trifluoro-1-phenylethan-1-one oxime | 67655-82-7

• 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: 2,2,2-trifluoro-1-phenylethan-1-one oxime
• 英文别名: 1-phenyl-1-hydroximino-2,2,2-trifluoroethane；2,2,2-trifluoro-1-phenyl-ethanone oxime；(Z)-Trifluoracetophenon-oxim；2,2,2-Trifluoro-1-phenylethanone oxime；(NZ)-N-(2,2,2-trifluoro-1-phenylethylidene)hydroxylamine
• CAS: 67655-82-7
• 化学式: C₈H₆F₃NO
• 分子量: 189.137
• InChiKey: TUKWYJVGKNCDJJ-GHXNOFRVSA-N

物化性质

• 沸点：
  194.1±40.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2,2-trifluoro-1-phenylethan-1-one oxime 、 烯丙基溴化镁 生成 N-(1-Phenyl-1-trifluoromethyl-but-3-enyl)-hydroxylamine
  参考文献：
  名称：

  FELIX, CAROLINE;LAURENT, ANDRE;MISON, PIERRE, TETRAHEDRON LETT., 31,(1990) N9, C. 4143-4144

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2,2-三氟苯乙酮 生成 2,2,2-trifluoro-1-phenylethan-1-one oxime
  参考文献：
  名称：

  JIA, YUNYI;GAO, XIAOJU;ZHUANG, JUNMING;XUE, LAI;WANG, ZHENHONG;LU, WEIHEN+, FUDAN J. NAT. SCI., 1984, 23, N 1, 25-34

  摘要：

  DOI：

文献信息

• Pharmacological characterization of a new series of carbamoylguanidines reveals potent agonism at the H2R and D3R
  作者：Sabrina Biselli、Merlin Bresinsky、Katharina Tropmann、Lisa Forster、Claudia Honisch、Armin Buschauer、Günther Bernhardt、Steffen Pockes

  DOI：10.1016/j.ejmech.2021.113190

  日期：2021.3

  selectivity profile towards the hH2R, e.g. 157 being at least 3800-fold selective within the histamine receptor family. The structural similarities of our monomeric ligands to pramipexole (6), a dopamine receptor agonist, suggested an investigation of the binding behavior at those receptors. The target compounds were (partial) agonists with moderate affinity at the hD2longR and agonists with high affinity

  即使在今天，组胺H 2受体（H 2 R）在中枢神经系统（CNS）中的作用仍然广为人知。在先前的研究中，许多二聚体，高亲和力和亚型选择性的氨基甲酰基胍型配体，例如UR-NK22（5，p K i  = 8.07）被报道为H 2 R激动剂。但是，它们在中枢神经系统中研究H 2 R的适用性因其分子和药代动力学特性（例如高分子量）而受到限制，因此其生物利用度有限。满足对更多类似毒品的H 2的需求R激动剂具有高亲和力，我们合成了一系列含有各种间隔基和侧链部分的单体（硫代）氨基甲酰基胍型配体。这种结构上的简化导致了有效的（部分）激动剂（豚鼠右心房，[ 35 S]GTPγS和β-arrestin2募集试验），其人类（h）H 2 R亲和力在一位纳摩尔范围内（p K i（139，UR-KAT523）：8.35； p K i（157，UR-MB-69）：8.69）。本文介绍的大多数化合物对hH 2 R表现出出色
• Oxime Ether Synthesis through O–H Functionalization of Oximes with Diazo Esters under Blue LED Irradiation
  作者：Qian Li、Bao-Gui Cai、Lei Li、Jun Xuan

  DOI：10.1021/acs.orglett.1c02555

  日期：2021.9.3

  functionalization of oximes with diazo esters is described. The reaction occurs under very mild conditions (catalyst- and additive-free) with a high yield and a high functional group tolerance. When the reaction was performed with a cyclic ether as the solvent (e.g., THF, 1,4-dioxane, tetrahydropyran, ect.), an interesting photochemical three-component reaction product was obtained in good yields.

  描述了一种通过可见光促进的 O-H 官能化肟与重氮酯形成绿色和可持续的肟醚的方法。该反应在非常温和的条件下（无催化剂和添加剂）发生，具有高产率和高官能团耐受性。当以环醚为溶剂（如四氢呋喃、1,4-二恶烷、四氢吡喃等）进行反应时，以良好的收率获得了有趣的光化学三组分反应产物。
• Oxime derivatives and the use thereof as latent acids
  申请人：Ciba Specialty Chemicals Corporation

  公开号：US06512020B1

  公开（公告）日：2003-01-28

  Compounds of formula I, II and III, wherein wherein R1 is for example hydrogen, C1-C12alkyl, C3-C30cycloalkyl, C2-C12alkenyl, C4-C8cycloalkenyl, phenyl, which is unsubstituted or substituted, naphthyl, anthracyl or phenanthryl, unsubstituted or substituted, heteroaryl radical which is unsubstituted or substituted; wherein all radicals R1 with the exception of hydrogen can additionally be substituted by a group having a —O—C-bond or a —O—Si-bond which cleaves upon the action of an acid; R′1 is for example phenylene, naphthylene, diphenylene or oxydiphenylene, wherein these radicals are unsubstituted or substituted; R2 is halogen or C1-C10haloalkyl; R3 is for example C1-C18alkylsulfonyl, phenylsulfonyl, naphthylsulfonyl, anthracylsulfonyl or phenanthrylsulfonyl, wherein the groups are unsubstituted or substituted, or R3 is e.g. C2-C6haloalkanoyl, or halobenzoyl, R′3 is for example phenylenedisulfonyl, naphthylenedisulfonyl, diphenylenedisulfonyl, or oxydiphenylenedisulfonyl, wherein these radicals are unsubstituted or substituted, X is halogen; are especially suitable as photosensitive acid-donors in chemically amplified resist formulations.

  式I、II和III的化合物，其中R1例如是氢、C1-C12烷基、C3-C30环烷基、C2-C12烯基、C4-C8环烯基、苯基（未取代或取代）、萘基、蒽基或菲基（未取代或取代）、未取代或取代的杂环芳基；其中除氢外，所有基团R1还可以通过具有—O—C键或—O—Si键的基团取代，该基团在酸的作用下断裂；R′1例如是苯基、萘基、二苯基或氧二苯基，这些基团未取代或取代；R2是卤素或C1-C10卤代烷基；R3例如是C1-C18烷基磺酰基、苯基磺酰基、萘基磺酰基、蒽基磺酰基或菲基磺酰基，这些基团未取代或取代，或者R3例如是C2-C6卤代烷酰基或卤苯甲酰基，R′3例如是苯基二磺酰基、萘基二磺酰基、二苯基二磺酰基或氧二苯基二磺酰基，这些基团未取代或取代，X是卤素；在化学增感胶的配方中，这些化合物特别适用作为光敏酸供体。
• Enhanced reactivity of an α-nucleophile in water-dimethyl sulfoxide mixtures. A transition state effect.
  作者：Marguerite Laloi-Diard、Jean-François Verchere、Patrick Gosselin、François Terrier

  DOI：10.1016/s0040-4039(01)80130-1

  日期：1984.1

  The reactivity of the anion of α,α,α-trifluoroacetophenone oxime towards p-nitrophenylacetate is considerably enhanced relative to that of the similarly basic p-chlorophenoxide anion on addition of Me2 SO to aqueous solutions. This is shown to be due to an enhanced stabilization of the transition state for the oxime reaction.

  相对于在水溶液中添加Me 2 SO的类似碱性对氯苯氧根阴离子，α，α，α-三氟苯乙酮肟的阴离子对对硝基苯乙酸的反应活性大大提高。表明这是由于肟反应的过渡态的增强的稳定性所致。
• TETRAZOLINONE COMPOUND AND APPLICATIONS THEREOF
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20150299146A1

  公开（公告）日：2015-10-22

  The compound represented by formula (1): wherein R 4 and R 5 each represents a hydrogen atom, a halogen atom, or a C1-C3 alkyl group; R 6 represents a C1-C4 alkyl group, a C3-C6 cycloalkyl group, or the like; R 7 , R 8 , and R 9 each represents a hydrogen atom, a halogen atom, or the like; R 10 represents a C1-C3 alkyl group, or the like; R 13 represents a C1-C3 alkyl group, or the like; and Q represents a phenyl group, or the like; has an excellent control effect on pests.

  式(1)所代表的化合物：其中，R4和R5分别表示氢原子、卤素原子或C1-C3烷基；R6表示C1-C4烷基、C3-C6环烷基或类似物；R7、R8和R9分别表示氢原子、卤素原子或类似物；R10表示C1-C3烷基或类似物；R13表示C1-C3烷基或类似物；Q表示苯基或类似物。该化合物对害虫有极好的控制效果。