2-溴-2,2-二氟-1-苯基乙醇 | 74492-28-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-溴-2,2-二氟-1-苯基乙醇
• 英文名称: 2-Brom-2,2-difluor-1-phenylethanol
• 英文别名: 2-Bromo-2,2-difluoro-1-phenylethanol
• CAS: 74492-28-7
• 化学式: C₈H₇BrF₂O
• 分子量: 237.044
• InChiKey: NIHSGGJHKRBRNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-溴-2,2-二氟-1-苯基乙醇 在 二乙胺基三氟化硫 作用下， 生成 2-bromo-1,2,2-trifluoroethylbenzene
  参考文献：
  名称：

  Copper(0)-mediated fluoroalkylation of iodobenzene with 2-bromo-1,1,2,2-tetrafluoroethyl compounds: Investigation on the influence of R substituent on the reactivity of RCF2Cu species

  摘要：

  We have made a systematic investigation on the copper(0)-mediated tetrafluoroethylenation of iodobenzene with structurally diverse 2-bromo-1,1,2,2-tetrafluoroethyl compounds. A comparison of this reaction with 1,2,2-trifluoro-1-phenylethylation and the known functionalized difluoroalkylation demonstrates that the substituent R of alpha,alpha-difluoroalkyl copper species RCF2Cu plays a crucial role on their reactivity, which is believed to be useful for the development of new fluoroalkylation reactions under the promotion of transition metals. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.08.011
• 作为产物：
  描述：

  (2-bromo-2,2-difluoro-1-phenylethoxy)trimethylsilane 在 potassium hydrogen bifluoride 、 三氟乙酸 作用下， 反应 1.0h， 以114 mg的产率得到2-溴-2,2-二氟-1-苯基乙醇
  参考文献：
  名称：

  醛的亲核溴和碘二氟甲基化

  摘要：

  描述了使用溴和碘取代的二氟甲基硅试剂（Me 3 SiCF 2 X）进行醛的溴和碘二氟甲基化的方法。该反应在丙腈中四丁基铵和锂盐Bu 4 NX / LiX（X = Br或I）的组合存在下进行。据信，在该方法中，短寿命的卤代二氟甲基碳负离子用作亲核试剂，其由二氟卡宾和卤化物阴离子可逆地产生。

  DOI：

  10.1021/ol501674n

文献信息

• Conformational analysis of asymmetric ethanes
  作者：Peter Capriel、Gerhard Binsch

  DOI：10.1016/0040-4020(79)87047-7

  日期：——

  - λz) (λz - λx) to yield acyclic conformational ligand constants λ and substituent parameters ϱ. It is demonstrated that the λ constants already reported for an analogous series of 10 compounds with R = Br are transferable to the Cl series with ϱCl = 0.63 ± 0.07. Crude first approximations are also reported for the normalised (according to ϱBr = 1) ligand constants λCh3, λOH, λOCH3 and λ1 and for the

  报告了27种通式RCF 2 CXYZ的不对称乙烷的合成和环境温度19 F NMR数据，包括10个具有R = Cl的化合物的完整系列以及5个配体H，F，Cl，Br和C的所有组合。在先前提出的启发式数学模型的理论框架内，将双峰19 F化学位移差异拟合为手性函数X = ϱR（λx-λy）（λy-λz）（λz-λx），以产生无环构象配体常数λ和取代基参数ϱ。证明了已经报道的类似的10种R = Br的化合物系列的λ常数可以转移到ϱ Cl的Cl系列。= 0.63±0.07。粗第一近似值也报道了归一化（根据ρ溴= 1）配体常数λ章3，λ OH，λ OCH 3和λ 1和所述取代基参数λ ħ。有人认为，λ值因此在不对称乙烷的构象分析中发挥作用，这在概念上类似于单取代环己烷中的构象自由能。
• Origin of the anisochronism of geminal groups in conformationally mobile systems. II. Intrinsic and conformational contributions in asymmetric fluoroethanes
  作者：Robert D. Norris、Gerhard. Binsch

  DOI：10.1021/ja00782a031

  日期：1973.1
• Nucleophilic Bromo- and Iododifluoromethylation of Aldehydes
  作者：Mikhail D. Kosobokov、Vitalij V. Levin、Marina I. Struchkova、Alexander D. Dilman

  DOI：10.1021/ol501674n

  日期：2014.7.18

  A method for bromo- and iododifluoromethylation of aldehydes using bromo- and iodo-substituted difluoromethyl silicon reagents (Me3SiCF2X) is described. The reaction is performed in the presence of a combination of tetrabutylammonium and lithium salts Bu4NX/LiX (X = Br or I) in propionitrile. It is believed that, in this process, a short-lived halodifluoromethyl carbanion serves as nucleophile, which

  描述了使用溴和碘取代的二氟甲基硅试剂（Me 3 SiCF 2 X）进行醛的溴和碘二氟甲基化的方法。该反应在丙腈中四丁基铵和锂盐Bu 4 NX / LiX（X = Br或I）的组合存在下进行。据信，在该方法中，短寿命的卤代二氟甲基碳负离子用作亲核试剂，其由二氟卡宾和卤化物阴离子可逆地产生。
• Copper(0)-mediated fluoroalkylation of iodobenzene with 2-bromo-1,1,2,2-tetrafluoroethyl compounds: Investigation on the influence of R substituent on the reactivity of RCF2Cu species
  作者：Jieming Zhu、Chuanfa Ni、Bing Gao、Jinbo Hu

  DOI：10.1016/j.jfluchem.2014.08.011

  日期：2015.3

  We have made a systematic investigation on the copper(0)-mediated tetrafluoroethylenation of iodobenzene with structurally diverse 2-bromo-1,1,2,2-tetrafluoroethyl compounds. A comparison of this reaction with 1,2,2-trifluoro-1-phenylethylation and the known functionalized difluoroalkylation demonstrates that the substituent R of alpha,alpha-difluoroalkyl copper species RCF2Cu plays a crucial role on their reactivity, which is believed to be useful for the development of new fluoroalkylation reactions under the promotion of transition metals. (C) 2014 Elsevier B.V. All rights reserved.