((Z)-2-Bromo-2-methylsulfanyl-vinyl)-benzene | 211682-40-5

• 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: ((Z)-2-Bromo-2-methylsulfanyl-vinyl)-benzene
• 英文别名: [2-Bromo-2-(methylsulfanyl)ethenyl]benzene；(2-bromo-2-methylsulfanylethenyl)benzene
• CAS: 211682-40-5
• 化学式: C₉H₉BrS
• 分子量: 229.14
• InChiKey: QOIKAHJZHLZLMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  二苯基二硒醚 、 ((Z)-2-Bromo-2-methylsulfanyl-vinyl)-benzene 在 sodium tetrahydroborate 、 bis(bipyridine)nickel(II) bromide 作用下， 生成 1-thiomethyl-1-(selenophenyl)-2-phenylethene
  参考文献：
  名称：

  NICKEL (II) CATALYZED SUBSTITUTION OF HALOGENS IN 1-HALO-1-CHALCOGENE ALKENES BY CHALCOGENATE ANIONS

  摘要：

  Bis(bipyridine)nickel (II) bromide catalyzes the substitution of chlorine, bromine and iodine in 1-halo-1-chalcogene alkenes [RCH=CX(YR1), R=C6H5, n-C4H9; R-1=CH3, C6H5; X=Cl, Br, I; Y=S, Se] by phenylselenolate and phenyltellurolate anions leading to the S-Se, Se-Te and Se-Se asymmetrically substituted ketene chalcogeneacetals [RCH=C(YR1)(YC6H5)-C-1] under mild conditions (30-70 degrees C, 1 atm) and in good yields (80-95%) within a short reaction time (10-60 min). The following compounds were prepared: C6H5CH=C(SeCH3)SeC6H5, C6H5CH=C(SCH3)SeC6H5, n-C4H9CH =C(SeCH3)SeC6H5, n-C4H9CH=C(SCH3)SeC6H5, n-C4H9CH=C(SC6H5)SeC6H5, n-C6H5 CH=C(SeCH3) TeC6H5.

  DOI：

  10.1080/10426509708043561
• 作为产物：
  描述：

  methyl phenylethynyl sulfide 在 氢溴酸 作用下， 以 溶剂黄146 、 苯 为溶剂， 生成 ((Z)-2-Bromo-2-methylsulfanyl-vinyl)-benzene
  参考文献：
  名称：

  NICKEL (II) CATALYZED SUBSTITUTION OF HALOGENS IN 1-HALO-1-CHALCOGENE ALKENES BY CHALCOGENATE ANIONS

  摘要：

  Bis(bipyridine)nickel (II) bromide catalyzes the substitution of chlorine, bromine and iodine in 1-halo-1-chalcogene alkenes [RCH=CX(YR1), R=C6H5, n-C4H9; R-1=CH3, C6H5; X=Cl, Br, I; Y=S, Se] by phenylselenolate and phenyltellurolate anions leading to the S-Se, Se-Te and Se-Se asymmetrically substituted ketene chalcogeneacetals [RCH=C(YR1)(YC6H5)-C-1] under mild conditions (30-70 degrees C, 1 atm) and in good yields (80-95%) within a short reaction time (10-60 min). The following compounds were prepared: C6H5CH=C(SeCH3)SeC6H5, C6H5CH=C(SCH3)SeC6H5, n-C4H9CH =C(SeCH3)SeC6H5, n-C4H9CH=C(SCH3)SeC6H5, n-C4H9CH=C(SC6H5)SeC6H5, n-C6H5 CH=C(SeCH3) TeC6H5.

  DOI：

  10.1080/10426509708043561

文献信息

• NICKEL (II) CATALYZED SUBSTITUTION OF HALOGENS IN 1-HALO-1-CHALCOGENE ALKENES BY CHALCOGENATE ANIONS
  作者：Hélio A. Stefani、João V. Comasseto、Nicola Petragnani、Antonio L. Braga、Paulo H. Menezes、Elena V. Gusevskaya

  DOI：10.1080/10426509708043561

  日期：1997.7.1

  Bis(bipyridine)nickel (II) bromide catalyzes the substitution of chlorine, bromine and iodine in 1-halo-1-chalcogene alkenes [RCH=CX(YR1), R=C6H5, n-C4H9; R-1=CH3, C6H5; X=Cl, Br, I; Y=S, Se] by phenylselenolate and phenyltellurolate anions leading to the S-Se, Se-Te and Se-Se asymmetrically substituted ketene chalcogeneacetals [RCH=C(YR1)(YC6H5)-C-1] under mild conditions (30-70 degrees C, 1 atm) and in good yields (80-95%) within a short reaction time (10-60 min). The following compounds were prepared: C6H5CH=C(SeCH3)SeC6H5, C6H5CH=C(SCH3)SeC6H5, n-C4H9CH =C(SeCH3)SeC6H5, n-C4H9CH=C(SCH3)SeC6H5, n-C4H9CH=C(SC6H5)SeC6H5, n-C6H5 CH=C(SeCH3) TeC6H5.