Benzene, 1-[(chloromethyl)dimethylsilyl]-4-(trifluoromethyl)- | 77491-01-1

• 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: Benzene, 1-[(chloromethyl)dimethylsilyl]-4-(trifluoromethyl)-
• 英文别名: chloromethyl-dimethyl-[4-(trifluoromethyl)phenyl]silane
• CAS: 77491-01-1
• 化学式: C₁₀H₁₂ClF₃Si
• 分子量: 252.739
• InChiKey: ALRFQIXEZWANDZ-UHFFFAOYSA-N

物化性质

• 沸点：
  236.3±40.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Benzene, 1-[(chloromethyl)dimethylsilyl]-4-(trifluoromethyl)- 在 silver trifluoromethanesulfonate 、 magnesium 作用下， 以 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 反应 26.17h， 生成
  参考文献：
  名称：

  Hydrochlorination of Ruthenaphosphaalkenyls: Unexpectedly Facile Access to Alkylchlorohydrophosphane Complexes

  摘要：

  The novel ruthenaphosphaalkenyls [Ru{P=C(H)SiMe2R}Cl-(Co)(PPh3)(2)] (R = p-C6H4CF3, Bu-n) have been prepared for the first time, and studied alongside precedent analogues (R = Me, Ph, p-tol) for their reactions with HCl. In contrast to chemistry defined for the tert-butyl congener [Ru{P,=C(H)Bu-t}CI(CO)(PPh3)(2)], which initially adds a single equivalent of HCI across the Ru-P linkage, all five silyl derivatives undergo spontaneous addition of a second equivalent to afford [Ru{eta(1)-PHCI-CH2SiMe2R}Cl(Co)(PPh3)(2)], extremely rare examples of coordinated "PHXR." type ligands. Where R = SiMe3, a distorted octahedral geometry with a conformationally restricted 'PHXR" ligand is observed crystallographically; this structure is appreciably retained in solution, as determined from multinuelear NMR spectroscopic features, which include a Karplus-like P-pph3-Ru-P-H spin-spin coupling dependence. Computational data suggest a silyl-induced increase in negative charge density at the phosphaalkenic carbon, rather than an intrinsic thermodynamic driver, as the likely origin of the disparate reactivity.

  DOI：

  10.1021/acs.organomet.6b00829
• 作为产物：
  描述：

  氯甲基二甲基氯硅烷 、 4-三氟甲基苯基溴化镁 以 乙醚 为溶剂， 生成 Benzene, 1-[(chloromethyl)dimethylsilyl]-4-(trifluoromethyl)-
  参考文献：
  名称：

  Reduction of halosilanes by organotin hydrides

  摘要：

  DOI：

  10.1021/ja00355a025

文献信息

• Design and synthesis of new hypocholesterolemic organosilanes with antioxidant properties
  作者：J.-P. Gotteland、A. Delhon、D. Junquéro、P. Oms、S. Halazy

  DOI：10.1016/0960-894x(96)00063-7

  日期：1996.3

  (Arylamino)methylsilane derivatives 3 have been prepared and identified as potent inhibitors of human LDL oxidation mediated by copper(II). Combination of this property with the structural requirement of squalene epoxidase inhibitors led to the design and synthesis of the (arylamino)methylsilane derivative 4 which was characterised as the first potent, orally active squalene epoxidase inhibitor with antioxidant properties.

  (芳氨基)甲基硅烷衍生物3已被制备并鉴定为由铜(II)介导的人类LDL氧化的强效抑制剂。将这一特性与羊毛甾醇环氧酶抑制剂的结构要求相结合，设计并合成了(芳氨基)甲基硅烷衍生物4，其特征为首个强效、口服有效的羊毛甾醇环氧酶抑制剂，且具有抗氧化特性。
• MOBERG, W. K.
  作者：MOBERG, W. K.

  DOI：——

  日期：——
• Reduction of halosilanes by organotin hydrides
  作者：James W. Wilt、Frank G. Belmonte、Paul A. Zieske

  DOI：10.1021/ja00355a025

  日期：1983.8
• Hydrochlorination of Ruthenaphosphaalkenyls: Unexpectedly Facile Access to Alkylchlorohydrophosphane Complexes
  作者：Victoria K. Greenacre、Iain J. Day、Ian R. Crossley

  DOI：10.1021/acs.organomet.6b00829

  日期：2017.1.23

  The novel ruthenaphosphaalkenyls [RuP=C(H)SiMe2R}Cl-(Co)(PPh3)(2)] (R = p-C6H4CF3, Bu-n) have been prepared for the first time, and studied alongside precedent analogues (R = Me, Ph, p-tol) for their reactions with HCl. In contrast to chemistry defined for the tert-butyl congener [RuP,=C(H)Bu-t}CI(CO)(PPh3)(2)], which initially adds a single equivalent of HCI across the Ru-P linkage, all five silyl derivatives undergo spontaneous addition of a second equivalent to afford [Rueta(1)-PHCI-CH2SiMe2R}Cl(Co)(PPh3)(2)], extremely rare examples of coordinated "PHXR." type ligands. Where R = SiMe3, a distorted octahedral geometry with a conformationally restricted 'PHXR" ligand is observed crystallographically; this structure is appreciably retained in solution, as determined from multinuelear NMR spectroscopic features, which include a Karplus-like P-pph3-Ru-P-H spin-spin coupling dependence. Computational data suggest a silyl-induced increase in negative charge density at the phosphaalkenic carbon, rather than an intrinsic thermodynamic driver, as the likely origin of the disparate reactivity.