1-乙烯基-3,5-二甲基-苯 | 5379-20-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-乙烯基-3,5-二甲基-苯
• 英文名称: 3,5-dimethylstyrene
• 英文别名: 1,3-dimethyl-5-vinylbenzene；3,5-Dimethyl-styrol；1-ethenyl-3,5-dimethylbenzene
• CAS: 5379-20-4
• 化学式: C₁₀H₁₂
• 分子量: 132.205
• InChiKey: XKMDZVINHIFHLY-UHFFFAOYSA-N

物化性质

• 熔点：
  -60.2°C
• 沸点：
  189.15°C (estimate)
• 密度：
  0.8940
• LogP：
  3.915 (est)
• 保留指数：
  1072.9

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2902909090

反应信息

• 作为反应物：
  描述：

  1-乙烯基-3,5-二甲基-苯 在 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 水 、 叔丁醇 为溶剂， 反应 3.0h， 以90%的产率得到1-(3,5-dimethylphenyl)ethane-1,2-diol
  参考文献：
  名称：

  Remarkable Effect of Subtle Structural Change of Chiral Pseudo-18-Crown-6 on Enantiomer-Selectivity in Complexation with Chiral Amino Alcohols

  摘要：

  Chiral receptors [(S,S)-1] and [(S,S,S,S)-2] having 1,2-dialkoxy-1-(3,5-dimethylphenyl)ethane and 1,2-dialkoxy-1-(3,5-dimethyl phenyl)cyclohexane as chiral building blocks, respectively, were prepared. Thermodynamic parameters of complexations of these and structurally related receptors [(S,S)-3] and [(S,S,S,S)-4] with 2-amino-1-propanol (5), 2-amino-2-phenylethanol (6), and 3-methylbutan-1-ol (7) in chloroform were determined. It was found that the host-guest systems that have same enantiomer-selectivity at 25 degrees C showed opposite selectivity in the enthalpy term. For example, complexations of both (SS)-1 and (SS)-3 with 5 are R-selective at 25 degrees C (Delta Delta G = 2.2 and 3.8 kJ mol(-1), respectively), whereas In terms of the enthalpy of complexation the former is S-selective (Delta Delta H = 22 kJ mol(-1)) but the latter is R-selective (Delta Delta H = 10 kJ mol(-1)).

  DOI：

  10.3987/com-05-s(k)42
• 作为产物：
  描述：

  5-乙基-3,5-二甲基苯 生成 1-乙烯基-3,5-二甲基-苯
  参考文献：
  名称：

  DE476270

  摘要：

  公开号：

文献信息

• Pd-Catalyzed Vinylation of Aryl Halides with Inexpensive Organosilicon Reagents Under Mild Conditions
  作者：Chu-Ting Yang、Jun Han、Jun Liu、Yi Li、Fan Zhang、Hai-Zhu Yu、Sheng Hu、Xiaolin Wang

  DOI：10.1002/chem.201802573

  日期：2018.7.20

  Pd‐catalyzed Hiyama vinylation reaction of non‐activated aryl chlorides and bromides under mild conditions was developed. The use of efficient vinyl donors and electron‐rich sterically hindered phosphine ligands was critical for the success of the reaction. The products of this transformation can be used for Am/Cm separation, an important challenge in nuclear fuel reprocessing. The substituent effect

  在温和条件下开发了钯催化未活化的芳基氯和溴化物的Hiyama乙烯基化反应。有效的乙烯基供体和富含电子的位阻膦配体的使用对于反应成功至关重要。这种转化的产物可用于Am / Cm分离，这是核燃料后处理中的一项重要挑战。还获得了取代基对Am / Cm分离选择性的影响，这可能有助于开发用于分离Am和Cm的新型色谱材料。
• Cobalt-catalyzed Divergent Markovnikov and Anti-Markovnikov Hydroamination
  作者：Xiang-Gui Zhang、Zi-Xin He、Peng Guo、Zheng Chen、Ke-Yin Ye

  DOI：10.1021/acs.orglett.1c03511

  日期：2022.1.14

  Catalytic hydroamination of the readily available alkenes is among the most straightforward means to construct diverse alkyl amines. To this end, the facile access to both regioselectivity, i.e., Markovnikov or anti-Markovnikov hydroamination, with minimum reaction-parameter alternation, remains challenging. Herein, we report a cobalt-catalyzed highly selective and divergent Markovnikov and anti-Markovnikov

  容易获得的烯烃的催化加氢胺化是构建不同烷基胺的最直接方法之一。为此，以最小的反应参数交替轻松获得区域选择性，即马尔可夫尼科夫或反马尔科夫尼科夫加氢胺化，仍然具有挑战性。在此，我们报道了钴催化的烯烃的高选择性和发散马尔可夫尼科夫和反马尔科夫尼科夫加氢胺化，其中区域选择性的转换仅通过改变 9-BBN 的加成序列来实现。
• Cobalt-Catalyzed Allylation of Amides with Styrenes Using DMSO as Both the Solvent and the α-Methylene Source
  作者：Xu Zhang、Zhi Zhou、Huiying Xu、Xuefeng Xu、Xiyong Yu、Wei Yi

  DOI：10.1021/acs.orglett.9b02462

  日期：2019.9.20

  An efficient synthesis of privileged allylic amines has been developed via cobalt-catalyzed allylation of amides with styrenes, in which DMSO was used as both the solvent and the α-methylene source. This transformation features high yields, and selectivity for the (E)-isomer of the linear product. Through the experimental and computational investigations, a sequential K2S2O8-mediated oxidative cou

  通过将酰胺与苯乙烯进行钴催化的烯丙基化反应，已经开发了一种有效的特权烯丙基胺的合成方法，其中DMSO既用作溶剂，又用作α-亚甲基源。该转化具有高收率和对线性产物的（E）-异构体的选择性。通过实验和计算研究，还推导了顺序的K 2 S 2 O 8介导的氧化偶联/钴辅助的区域选择性烯烃插入/β-H消除/烯烃解离/氢化物转移过程。
• Organophotoredox-Catalyzed Three-Component Coupling of Heteroatom Nucleophiles, Alkenes, and Aliphatic Redox Active Esters
  作者：Shotaro Shibutani、Kazunori Nagao、Hirohisa Ohmiya

  DOI：10.1021/acs.orglett.1c00211

  日期：2021.3.5

  catalytic process for vicinal difunctionalization of alkenes using heteroatom nucleophiles and aliphatic redox active esters. A wide range of heteroatom nucleophiles including alcohols, water, carboxylic acids, amides, and halogens can be used for this reaction. This radical relay type reaction allows forging of C(sp3)–C(sp3) with a carbon-centered radical and C(sp3)–heteroatom bonds with a benzyl

  这份手稿描述了使用杂原子亲核试剂和脂肪族氧化还原活性酯对烯烃进行邻位双官能化的可见光介导的有机光氧化还原催化过程。包括醇、水、羧酸、酰胺和卤素在内的多种杂原子亲核试剂均可用于该反应。这种自由基接力型反应允许在一步中以碳为中心的自由基和 C(sp 3 )-杂原子与乙烯基芳烃上的苄基阳离子形成具有完全区域选择性的 C(sp 3 )–C(sp 3 )键。
• Visible-light-promoted photocatalyst- and additive-free intermolecular trifluoromethyl-thio(seleno)cyanation of alkenes
  作者：Maheshwara Reddy Nadiveedhi、Suresh Reddy Cirandur、Srirama Murthy Akondi

  DOI：10.1039/d0gc01726d

  日期：——

  Photocatalyst- and additive-free trifluoromethyl-thio(seleno)cyanation of alkenes using visible light as the sole promoter is reported.

  无需光催化剂和添加剂，利用可见光作为唯一的促进剂，报道了烯烃的三氟甲硫(硒)氰化反应。

表征谱图