trans-1,2-dibromo-3,3-dimethyl-1-butene | 99584-95-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: trans-1,2-dibromo-3,3-dimethyl-1-butene
• 英文别名: 1-t-Butyl-1,2-dibromethylen；trans-1,2-Dibrom-3,3-dimethyl-buten-(1)；trans-3,4-Dibrom-2,2-dimethyl-buten-(3)；(E)-1,2-dibromo-3,3-dimethyl-but-1-ene；(E)-1,2-Dibrom-3,3-dimethyl-but-1-en；1c,2-Dibrom-3,3-dimethyl-but-1-en；1,2-Dibromo-3,3-dimethyl-1-butene；(E)-1,2-dibromo-3,3-dimethylbut-1-ene
• CAS: 99584-95-9
• 化学式: C₆H₁₀Br₂
• 分子量: 241.953
• InChiKey: JDGBPINHTJNHMH-SNAWJCMRSA-N

物化性质

• 密度：
  1.65

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2903399090

反应信息

• 作为产物：
  描述：

  3,3-二甲基-1-丁炔 在 溴 、 1-丁基-3-甲基咪唑溴盐 作用下， 以96%的产率得到trans-1,2-dibromo-3,3-dimethyl-1-butene
  参考文献：
  名称：

  Stereoselective Halogenations of Alkenes and Alkynes in Ionic Liquids

  摘要：

  [GRAPHICS]Room-temperature ionic liquids, 1-butyl-3-methylimidazolium hexafluorophosphate, 1-butyl-3-methylimidazolium tetrafluoroborate, 1-butyl-3-methylimidazolium bromide, and 1-butyl-3-methylimidazolium chloride, are used as "green" recyclable alternative to chlorinated solvents for the stereoselective halogenation of alkenes and alkynes.

  DOI：

  10.1021/ol015631s

文献信息

• Benzo-fused low symmetry metal-free tetraazaporphyrin and phthalocyanine analogs: synthesis, spectroscopy, electrochemistry, and density functional theory calculations
  作者：Renjie Li、Dongdong Qi、Jianzhuang Jiang、Yongzhong Bian

  DOI：10.1142/s1088424610002203

  日期：2010.5

  A whole series of low-symmetry, metal-free tetrapyrrole analogs 1–11 ranging from tetraazaporphyrin H₂TAP(tBu)₄ to napthalocyanine H₂Nc(tBu)₄via H₂Pc(tBu)₄ have been designed and prepared. Their electronic structures have been spectroscopically and electrochemically investigated. Through the preparation of a series of tetrapyrrole compounds with just the same number of four tert-butyl substituents at similar positions of the macrocyclic ring, the effect intrinsic to the enlargement of the ring system has been easily extracted and understood. Along with the increase in the size of central conjugated system, the half-wave potentials of the first oxidation for 1–11 are shifted significantly to the negative direction. This is also true for the half-wave potentials of the first reduction process of this series of tetrapyrrole derivatives but in a slight manner. These results indicate that along with the ring extension, the energy of the HOMO increases significantly while that of the LUMO only slightly increases. The effect of the ring size of these tetrapyrrole compounds on the electronic absorption and fluorescence spectra is also clear: both the Q band and fluorescence shifts to longer wavelength with the increase in the number of fused benzene rings but with a diminishing increase due to the extending of the central conjugated system. These results were reasonably explained by considering the energy levels of frontier molecular orbitals of the series of compounds obtained by the calculations using DFT method at the B3LYP/6-31G(d) level.

  我们设计并制备了一系列低对称性、无金属的四吡咯类似物 1-11，从四氮杂卟啉 H2TAP(tBu)4 到萘酞菁 H2Nc(tBu)4，再到 H2Pc(tBu)4。对它们的电子结构进行了光谱和电化学研究。通过制备一系列在大环的相似位置上具有相同数量的四个叔丁基取代基的四吡咯化合物，很容易提取和理解环系统增大的内在效应。随着中心共轭体系体积的增大，1-11 的第一次氧化半波电位明显向负方向移动。该系列四吡咯衍生物第一次还原过程的半波电位也是如此，但移动幅度较小。这些结果表明，随着环的延伸，HOMO 的能量显著增加，而 LUMO 的能量仅略有增加。这些四吡咯化合物的环尺寸对电子吸收光谱和荧光光谱的影响也很明显：随着融合苯环数量的增加，Q 波段和荧光都向长波长移动，但由于中心共轭体系的延伸，Q 波段和荧光的增加幅度逐渐减小。考虑到在 B3LYP/6-31G(d)水平上使用 DFT 方法计算得到的该系列化合物的前沿分子轨道能级，可以合理地解释这些结果。
• 一种二氰基类化合物的制备方法
  申请人：上海固创化工新材料有限公司

  公开号：CN113461566B

  公开（公告）日：2022-09-16

  本发明涉及一种二氰基类化合物的制备方法，具体公开了一种通式(Ⅰ)所示二氰基类化合物的制备方法，其特征在于：反应式如下，式中：R选自烷烃基、芳香烃基或卤代芳香烃基中的一种；通式(Ⅱ)所示的酰氯类化合物与金属氰化物反应生成通式(Ⅲ)所示的酰氰类化合物，经溶剂提取后，再在强碱性条件下直接与氰甲基膦酸二乙酯反应生成所述通式(Ⅰ)所示二氰基类化合物。采用本发明方法，工艺原料成本低，副产品氯化亚铜不溶于所用溶剂，容易回收，过程中所用溶剂能回收套用，本发明方法可同时实现既降低了成本，又减小了环保压力的技术效果。
• Nasarow; Bergel'son, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1960, p. 887,889; engl. Ausg. S. 826, 827
  作者：Nasarow、Bergel'son

  DOI：——

  日期：——
• Bergel'son, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1958, p. 1499;engl.Ausg.S.1958 1450
  作者：Bergel'son

  DOI：——

  日期：——
• Stereoselective Halogenations of Alkenes and Alkynes in Ionic Liquids
  作者：Cinzia Chiappe、Dario Capraro、Valeria Conte、Daniela Pieraccini

  DOI：10.1021/ol015631s

  日期：2001.4.1

  [GRAPHICS]Room-temperature ionic liquids, 1-butyl-3-methylimidazolium hexafluorophosphate, 1-butyl-3-methylimidazolium tetrafluoroborate, 1-butyl-3-methylimidazolium bromide, and 1-butyl-3-methylimidazolium chloride, are used as "green" recyclable alternative to chlorinated solvents for the stereoselective halogenation of alkenes and alkynes.