2,2-dichloro-3,3,3-trifluoro-1-(4-methoxyphenyl)propanol | 103655-02-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,2-dichloro-3,3,3-trifluoro-1-(4-methoxyphenyl)propanol
• 英文别名: 2,2-Dichloro-3,3,3-trifluoro-1-(4-methoxyphenyl)propan-1-ol
• CAS: 103655-02-3
• 化学式: C₁₀H₉Cl₂F₃O₂
• 分子量: 289.081
• InChiKey: HUMNTRFOWFDBOO-UHFFFAOYSA-N

物化性质

• 沸点：
  329.7±42.0 °C(Predicted)
• 密度：
  1.443±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2-dichloro-3,3,3-trifluoro-1-(4-methoxyphenyl)propanol 在 乙酸酐 、 sodium amide 、 三乙胺 、 锌 、 叔丁醇 作用下， 以 甲苯 、 苯 为溶剂， 反应 3.5h， 生成 1-甲氧基-4-(3,3,3-三氟丙-1-炔基)苯
  参考文献：
  名称：

  Synthesis of 1-Aryl-3,3,3-trifluoro-1-propynes and 3,5-Diaryl-4- trifluoromethylisoxazoles

  摘要：

  二芳基取代的三氟甲基异噁唑 5a-i、6a-c 和 6e-i 是由芳香族腈氧化物和各种取代的 1-芳基-3,3,3-三氟-1-丙炔合成的。

  DOI：

  10.1055/s-1989-27247
• 作为产物：
  描述：

  二氯三氟乙烷 、 4-甲氧基苯甲醛 在 碘苯 、 tetrabutylammonium tetrafluoroborate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.6h， 以67%的产率得到2,2-dichloro-3,3,3-trifluoro-1-(4-methoxyphenyl)propanol
  参考文献：
  名称：

  Direct electroreduction or use of an electrogenerated base : two ways for the coupling of polyhalogenated compounds with aldehydes or ketones.

  摘要：

  The electrochemical coupling of polyhalogenated compounds with carbonyl compounds is achieved in two ways. A carbanion RX(n)(-) is generated either by the direct electroreduction of RX(n)Cl or by deprotonation of RX(n)H. In this latter case the base Ph(-) is electrogenerated by reduction of iodobenzene. All electrolysis were carried out in an undivided cell fitted with a cadmium-coated cathode and an aluminium or magnesium sacrificial anode. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(96)01073-3

文献信息

• A Facile Stereoselective Synthesis of (<i>E</i>)-1-Aryl-1,2,3,3,3-pentafluoropropenes and (<i>E</i>)-1-Aryl-2-chloro-1,3,3,3-tetrafluoropropenes
  作者：Manabu Kuroboshi、Tamejiro Hiyama

  DOI：10.1246/cl.1990.1607

  日期：1990.9

  ArCH(OH)CX2CF3 whose hydroxyl group was substituted by fluorine. Dehydrohalogenation of the resultant ArCHFCX2CF3 (X = Cl or F) with DBU or NaNH2/t-BuOH (cat) gave with excellent selectivity the title (E)-propenes.

  芳烃甲醛 ArCHO 与类碳化试剂 CF3CX2Mtl（X = Cl，Mtl = ZnCl；X = F，Mtl = Li）反应，得到加合物 ArCH(OH)CX2CF3，其羟基被氟取代。用 DBU 或 NaNH2/t-BuOH (cat) 对所得 ArCHFCX2CF3 (X = Cl 或 F) 进行脱卤化氢反应，以极好的选择性得到标题 (E)-丙烯。
• PbBr₂/Al-Promoted Reductive Addition of 1,1,1-Trichloro-2,2,2-trifluoroethane (Flon) to Aldehydes
  作者：Hideo Tanaka、Shiro Yamashita、Yasumi Katayama、Sigeru Torii

  DOI：10.1246/cl.1986.2043

  日期：1986.12.5

  Introduction of CF3CCl2 unit into aldehydes with CF3CCl3 has been performed successfully by the action of catalytic PbBr2 and Al foils in DMF.

  在DMF中，通过催化PbBr2和铝箔的作用，将CF3CCl2单元引入到含有CF3CCl3的醛中已成功实现。
• A high performance oxidation method for secondary alcohols by inductive activation of TEMPO in combination with pyridine–bromine complexes
  作者：Zhen-Wu Mei、Takumi Omote、Mounir Mansour、Hiroyuki Kawafuchi、Yutaka Takaguchi、Anny Jutand、Sadao Tsuboi、Tsutomu Inokuchi

  DOI：10.1016/j.tet.2008.08.051

  日期：2008.11

  A new TEMPO-mediated catalytic oxidation method in combination with Py center dot HBr3 (stoichiometric) is developed for oxidation of secondary alcohols to the corresponding ketones. The performance of this oxidizing system is better compared with that of TEMPO method combined with R4NBr3 center dot Poly(4-vinylpyridine) HBr3 can be used in place of Py center dot HBr3. The electron-withdrawing substituent at the C-4 position of TEMPO increases the reactivity of TEMPO significantly in the oxidation of electron-deficient alcohols Such as polyhaloalkylmethanols. Inductive effect of the substituent of TEMPO is discussed through the characterization of the redox potential of N-O radical by cyclic voltammetry. (C) 2008 Elsevier Ltd. All rights reserved.
• MEAZZA, GIOVANNI;CAPUZZI, LUIGI;PICCARDI, PAOLO, SYNTHESIS (BRD),(1989) N, C. 331-334
  作者：MEAZZA, GIOVANNI、CAPUZZI, LUIGI、PICCARDI, PAOLO

  DOI：——

  日期：——
• KUROBOSHI, MANABU;HIYAMA, TAMEJIRO, CHEM. LETT.,(1990) N, C. 1607-1610
  作者：KUROBOSHI, MANABU、HIYAMA, TAMEJIRO

  DOI：——

  日期：——