trifluoroacetaldehyde 2,2,2-trifluoroethyl hemiacetal | 55605-84-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: trifluoroacetaldehyde 2,2,2-trifluoroethyl hemiacetal
• 英文别名: 2,2,2-trifluoro-1-(2,2,2-trifluoroethoxy)ethan-1-ol；1-(2,2,2-Trifluoroethoxy)-2,2,2-trifluoroethanol；2,2,2-trifluoro-1-(2,2,2-trifluoroethoxy)ethanol
• CAS: 55605-84-0
• 化学式: C₄H₄F₆O₂
• 分子量: 198.065
• InChiKey: BZYOGJUWHYWNIR-UHFFFAOYSA-N

物化性质

• 沸点：
  86.0±35.0 °C(Predicted)
• 密度：
  1.505±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  trifluoroacetaldehyde 2,2,2-trifluoroethyl hemiacetal 生成 2,2,2-三氟乙醇
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2,2-三氟乙醇 在 N,N,N,N-tetraethylammonium tetrafluoroborate 作用下， 以70%的产率得到trifluoroacetaldehyde 2,2,2-trifluoroethyl hemiacetal
  参考文献：
  名称：

  2,2,2-三氟乙醇电化学氧化为三氟乙醛2,2,2-三氟乙基半缩醛

  摘要：

  2,2,2-三氟乙醇（1）的电化学氧化得到三氟乙醛2,2,2-三氟乙基半缩醛（2b），其比市售三氟乙醛乙基半缩醛（2a）更具反应性。2b的高反应性例如用于从呋喃轻松合成1-furyl-2,2,2-三氟乙醇（4）。

  DOI：

  10.1016/s0040-4039(00)00880-7

文献信息

• ヒドロフルオロアセタール化合物及びその製造法と利用
  申请人：3M创新有限公司

  公开号：JP2015044851A

  公开（公告）日：2015-03-12

  PROBLEM TO BE SOLVED: To provide a novel hydrofluoroacetal compound.SOLUTION: There is provided a compound according to the formula [I] of R[CH(-O-CHR)(-O-CF-CFH-R)], where n is 1 or 2, m is 1, 2 or 3, Ris optionally substituted and selected from the group consisting of highly fluorinated alkyl groups which are linear, branched, cyclic or combination thereof, which may optionally contain a hetero atom bound to one or more chain when n is 1; Ris optionally substituted and selected from the group consisting of highly fluorinated alkylene groups which are linear, branched, cyclic or combination thereof, which may optionally contain a hetero atom bound to one or more chain when n is 2; each Ris independently optionally substituted and selected from the group consisting of alkyl groups which are linear, branched, cyclic or combination thereof, which may optionally contain a hetero atom bound to one or more chain; at least one of Ris highly fluorinated; and each Ris selected from the group consisting of fluorine and a highly fluorinated alkyl groups which are linear, branched, cyclic or combination thereof, which may optionally contain a hetero atom bound to one or more chain.

  要解决的问题：提供一种新颖的氢氟乙醛化合物。解决方案：提供一种根据公式[I]的化合物R[CH(-O-CHR)(-O-CF-CFH-R)]，其中n为1或2，m为1、2或3，R是可选的取代基，并选自高度氟化的直链、支链、环状或其组合的烷基基团，当n为1时，可能包含一个或多个链上结合的杂原子；R是可选的取代基，并选自高度氟化的直链、支链、环状或其组合的亚烷基基团，当n为2时，可能包含一个或多个链上结合的杂原子；每个R独立地是可选的取代基，并选自直链、支链、环状或其组合的烷基基团，可能包含一个或多个链上结合的杂原子；至少一个R是高度氟化的；每个R选自氟和高度氟化的直链、支链、环状或其组合的烷基基团，可能包含一个或多个链上结合的杂原子。
• Ru-Catalyzed Deoxygenative Regioselective C8–H Arylation of Quinoline <i>N</i>-Oxides
  作者：Jinwoo Kim、Suhyeon Kim、Dongwook Kim、Sukbok Chang

  DOI：10.1021/acs.joc.9b01548

  日期：2019.10.18

  Regioselective C-H functionalization on quinolines is of high interest to lead to value-added products. Herein, we describe the development of Ru-catalyzed deoxygenative regioselective C8 arylation of quinoline N-oxides with arylboronic esters. Mechanistic studies revealed that it proceeds in a tandem process of arylation and then deoxygenation, wherein both steps were found to be catalytic with the

  在喹啉上的区域选择性CH官能化引起了增值产品的高度关注。本文中，我们描述了Ru催化喹啉N-氧化物与芳基硼酸酯的脱氧区域选择性C8芳基化的发展。机理研究表明，它以芳基化然后脱氧的串联过程进行，其中发现两个步骤均与钌物种催化。
• Process for producing optically active beta-trifluoromethyl-beta-hydroxycarbonyl compound
  申请人：Funabiki Kazumasa

  公开号：US20050119507A1

  公开（公告）日：2005-06-02

  The present invention provides a process for producing an optically active β-trifluoromethyl-β-hydroxycarbonyl compound represented by formula (3): comprising a step of reacting a fluoral equivalent represented by formula (1): with a carbonyl compound represented by formula (2): in the presence of an optically active amino acid or a derivative thereof.

  本发明提供了一种制备光学活性的β-三氟甲基-β-羟基羰基化合物的方法，该化合物由式（3）表示，包括在光学活性氨基酸或其衍生物的存在下，将由式（1）表示的芳醛等效物与由式（2）表示的羰基化合物反应的步骤。
• Proline-catalyzed direct asymmetric aldol reaction of trifluoroacetaldehyde ethyl hemiacetal with ketones
  作者：Kazumasa Funabiki、Hitoshi Yamamoto、Hideyuki Nagaya、Masaki Matsui

  DOI：10.1016/j.tetlet.2006.05.165

  日期：2006.7

  l-Proline-catalyzed direct asymmetric aldol reaction of trifluoroacetaldehyde ethyl hemiacetal with unmodified ketones smoothly occurred at ambient temperature to produce β-hydroxy-β-trifluoromethylated ketones with good to excellent diastereo (up to 96% de) and enantioselectivities (up to 91% ee).

  l-脯氨酸催化的三氟乙醛乙基半缩醛与未经修饰的酮的直接不对称羟醛缩醛反应在环境温度下顺利发生，生成具有良好至优异非对映异构体（高达96％de）和对映选择性（高达91％）的β-羟基-β-三氟甲基化酮。 ee）。
• HYDROFLUOROACETAL COMPOUNDS AND PROCESSES FOR THEIR PREPARATION AND USE
  申请人：Flynn Richard M.

  公开号：US20090326083A1

  公开（公告）日：2009-12-31

  The present disclosure provides a compound according to the formula: R f 1 [CH(—O—CH (3-m) R f 2 m )(—O—CF 2 —CFH—R f 3 )] n [I] wherein n is 1 or 2, wherein m is 1, 2 or 3, wherein, when n is 1, R f 1 is selected from the group consisting of highly fluorinated alkyl groups which are linear, branched, cyclic, or a combination thereof, which may optionally be substituted, and which may optionally contain one or more catenated heteroatoms; wherein, when n is 2, R f 1 is selected from the group consisting of highly fluorinated alkylene groups which are linear, branched, cyclic, or a combination thereof, which may optionally be substituted, and which may optionally contain one or more catenated heteroatoms; wherein each R f 2 is independently selected from the group consisting of alkyl groups which are linear, branched, cyclic, or a combination thereof, which may optionally be substituted, and which may optionally contain one or more catenated heteroatoms; wherein at least one R f 2 is highly fluorinated; wherein each R f 3 is independently selected from the group consisting of fluorine and highly fluorinated alkyl groups which are linear, branched, cyclic, or a combination thereof, which may optionally be substituted, and which may optionally contain one or more catenated heteroatoms. Also provided are methods of use and manufacture of such compounds.

  本公开提供了一种按照式子Rf1[CH(—O—CH(3-m)Rf2m)(—O—CF2—CFH—Rf3)]n[I]的化合物，其中n为1或2，m为1、2或3，当n为1时，Rf1选自高度氟化的线性、支链、环状或其组合的烷基基团，可以选择性地被取代，并且可以选择性地包含一个或多个链合杂原子；当n为2时，Rf1选自高度氟化的线性、支链、环状或其组合的烷基烷基团，可以选择性地被取代，并且可以选择性地包含一个或多个链合杂原子；每个Rf2独立地选自线性、支链、环状或其组合的烷基基团，可以选择性地被取代，并且可以选择性地包含一个或多个链合杂原子；至少一个Rf2高度氟化；每个Rf3独立地选自氟和高度氟化的线性、支链、环状或其组合的烷基基团，可以选择性地被取代，并且可以选择性地包含一个或多个链合杂原子。还提供了这种化合物的使用和制造方法。