1-(4-bromobutoxy)-3,5-dichlorobenzene

• 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: 1-(4-bromobutoxy)-3,5-dichlorobenzene
• 化学式: C₁₀H₁₁BrCl₂O
• 分子量: 298.007
• InChiKey: QBEPDGWKGDZJML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-bromobutoxy)-3,5-dichlorobenzene 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 48.0h， 生成 2-benzoyl-5-(3,5-dichlorophenoxy)pentanenitrile
  参考文献：
  名称：

  Reactions of 4-substituted 1-[(difluoromethyl)sulfinyl]polyfluorobenzenes with phenolate anion

  摘要：

  The reactions of 4-substituted-polyfluorinated-[(difluoromethyl)sulfinyl]benzenes ([4-X-C6F4S(O)CHF2 [X = H, CF3 and C6F5S(O)]) with phenolate anion in benzene, Et2O and CH3CN have been investigated. The reactions of the substrate (X = H, CF3) and sodium phenolate in equal amounts resulted in the formation of mixtures of the starting compound, 2-phenoxyderivative and disubstituted products. The two-fold amount of the phenolate afforded the 2,6-disubstituted products for X = H in MeCN and for X = CF3 in Et2O. At the same time, 4-CF3-C6F4S(O)CHF2 in CH3CN gave a mixture of the 2,6- and 2,5-bis(phenoxy) derivatives. Quantum chemical calculations have been performed to explain this phenomenon. For X = C 6 F 5 S(0) in MeCN, the reaction was accompanied by sulfinyl moiety ipso-substitution.[GRAPHICS].

  DOI：

  10.24820/ark.5550190.p011.262
• 作为产物：
  描述：

  1,4-二溴丁烷 、 3,5-二氯苯酚 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以88%的产率得到1-(4-bromobutoxy)-3,5-dichlorobenzene
  参考文献：
  名称：

  Reactions of 4-substituted 1-[(difluoromethyl)sulfinyl]polyfluorobenzenes with phenolate anion

  摘要：

  The reactions of 4-substituted-polyfluorinated-[(difluoromethyl)sulfinyl]benzenes ([4-X-C6F4S(O)CHF2 [X = H, CF3 and C6F5S(O)]) with phenolate anion in benzene, Et2O and CH3CN have been investigated. The reactions of the substrate (X = H, CF3) and sodium phenolate in equal amounts resulted in the formation of mixtures of the starting compound, 2-phenoxyderivative and disubstituted products. The two-fold amount of the phenolate afforded the 2,6-disubstituted products for X = H in MeCN and for X = CF3 in Et2O. At the same time, 4-CF3-C6F4S(O)CHF2 in CH3CN gave a mixture of the 2,6- and 2,5-bis(phenoxy) derivatives. Quantum chemical calculations have been performed to explain this phenomenon. For X = C 6 F 5 S(0) in MeCN, the reaction was accompanied by sulfinyl moiety ipso-substitution.[GRAPHICS].

  DOI：

  10.24820/ark.5550190.p011.262

文献信息

• Reactions of 4-substituted 1-[(difluoromethyl)sulfinyl]polyfluorobenzenes with phenolate anion
  作者：Borislav V. Koshcheev、Roman A. Bredikhin、Alexander M. Maksimov、Vyacheslav E. Platonov、Rodion V. Andreev

  DOI：10.24820/ark.5550190.p011.262

  日期：——

  The reactions of 4-substituted-polyfluorinated-[(difluoromethyl)sulfinyl]benzenes ([4-X-C6F4S(O)CHF2 [X = H, CF3 and C6F5S(O)]) with phenolate anion in benzene, Et2O and CH3CN have been investigated. The reactions of the substrate (X = H, CF3) and sodium phenolate in equal amounts resulted in the formation of mixtures of the starting compound, 2-phenoxyderivative and disubstituted products. The two-fold amount of the phenolate afforded the 2,6-disubstituted products for X = H in MeCN and for X = CF3 in Et2O. At the same time, 4-CF3-C6F4S(O)CHF2 in CH3CN gave a mixture of the 2,6- and 2,5-bis(phenoxy) derivatives. Quantum chemical calculations have been performed to explain this phenomenon. For X = C 6 F 5 S(0) in MeCN, the reaction was accompanied by sulfinyl moiety ipso-substitution.[GRAPHICS].