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2,3-bis-triisopropylsilanylsulfanyl-but-2-ene | 360055-70-5

中文名称
——
中文别名
——
英文名称
2,3-bis-triisopropylsilanylsulfanyl-but-2-ene
英文别名
tri(propan-2-yl)-[(Z)-3-tri(propan-2-yl)silylsulfanylbut-2-en-2-yl]sulfanylsilane
2,3-bis-triisopropylsilanylsulfanyl-but-2-ene化学式
CAS
360055-70-5
化学式
C22H48S2Si2
mdl
——
分子量
432.926
InChiKey
TWEUVKRQPNHHSQ-DQRAZIAOSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 沸点:
    448.9±41.0 °C(Predicted)
  • 密度:
    0.889±0.06 g/cm3(Predicted)

计算性质

  • 辛醇/水分配系数(LogP):
    10.06
  • 重原子数:
    26
  • 可旋转键数:
    10
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.91
  • 拓扑面积:
    50.6
  • 氢给体数:
    0
  • 氢受体数:
    2

反应信息

  • 作为反应物:
    描述:
    苯基氯硫代甲酸酯2,3-bis-triisopropylsilanylsulfanyl-but-2-ene四丁基氟化铵 作用下, 以 四氢呋喃甲苯 为溶剂, 以71%的产率得到4,5-dimethyl-1,3-dithiol-2-one
    参考文献:
    名称:
    Preparation and reactivity studies of 1,2-bis-triisopropylsilanylsulfanyl-alkenes
    摘要:
    The cross-coupling reaction of bis-triisopropylsilyl disulfide 1 on alkynes yielded 1,2-bis-triisopropylsilanylsulfanyl-alkenes 2, a new chemical class. A series of tri and tetrasubstituted olefins 2 were prepared and their behavior toward electrophiles was studied. The triisopropylsilyl groups could be readily removed by treatment with TBAF at 0 degreesC for 1 h or cesium acetate at 70 degreesC for 2 h. Soft and hard electrophiles were submitted to 2 under these conditions. The electrophiles can either react to yield double addition products with alkyl and activated halides, epoxides and acyl chlorides or cyclic adducts with chloroformate derivatives. In the latter case, 1,3-dithiol-2-ones or 1,3-dithiol-2-thiones are prepared. (C) 2001 Elsevier Science Ltd. All rights reserved.
    DOI:
    10.1016/s0040-4020(01)00517-8
  • 作为产物:
    描述:
    2-丁炔bis(triisopropylsilyl)disulfide四(三苯基膦)钯 作用下, 以 甲苯 为溶剂, 反应 15.0h, 以50%的产率得到2,3-bis-triisopropylsilanylsulfanyl-but-2-ene
    参考文献:
    名称:
    Preparation and reactivity studies of 1,2-bis-triisopropylsilanylsulfanyl-alkenes
    摘要:
    The cross-coupling reaction of bis-triisopropylsilyl disulfide 1 on alkynes yielded 1,2-bis-triisopropylsilanylsulfanyl-alkenes 2, a new chemical class. A series of tri and tetrasubstituted olefins 2 were prepared and their behavior toward electrophiles was studied. The triisopropylsilyl groups could be readily removed by treatment with TBAF at 0 degreesC for 1 h or cesium acetate at 70 degreesC for 2 h. Soft and hard electrophiles were submitted to 2 under these conditions. The electrophiles can either react to yield double addition products with alkyl and activated halides, epoxides and acyl chlorides or cyclic adducts with chloroformate derivatives. In the latter case, 1,3-dithiol-2-ones or 1,3-dithiol-2-thiones are prepared. (C) 2001 Elsevier Science Ltd. All rights reserved.
    DOI:
    10.1016/s0040-4020(01)00517-8
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文献信息

  • Preparation and reactivity studies of 1,2-bis-triisopropylsilanylsulfanyl-alkenes
    作者:Yves Gareau、Mélanie Tremblay、Danny Gauvreau、Hélène Juteau
    DOI:10.1016/s0040-4020(01)00517-8
    日期:2001.7
    The cross-coupling reaction of bis-triisopropylsilyl disulfide 1 on alkynes yielded 1,2-bis-triisopropylsilanylsulfanyl-alkenes 2, a new chemical class. A series of tri and tetrasubstituted olefins 2 were prepared and their behavior toward electrophiles was studied. The triisopropylsilyl groups could be readily removed by treatment with TBAF at 0 degreesC for 1 h or cesium acetate at 70 degreesC for 2 h. Soft and hard electrophiles were submitted to 2 under these conditions. The electrophiles can either react to yield double addition products with alkyl and activated halides, epoxides and acyl chlorides or cyclic adducts with chloroformate derivatives. In the latter case, 1,3-dithiol-2-ones or 1,3-dithiol-2-thiones are prepared. (C) 2001 Elsevier Science Ltd. All rights reserved.
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