2,4,6-Trimethyl-4'-brom-benzophenon | 1146-83-4

• 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: 2,4,6-Trimethyl-4'-brom-benzophenon
• 英文别名: (4-bromophenyl)(2,4,6-trimethylphenyl)methanone；Methanone, (4-bromophenyl)(2,4,6-trimethylphenyl)-；(4-bromophenyl)-(2,4,6-trimethylphenyl)methanone
• CAS: 1146-83-4
• 化学式: C₁₆H₁₅BrO
• mdl: MFCD00475366
• 分子量: 303.198
• InChiKey: XLSFJNXZQOBINZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.187
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4,6-Trimethyl-4'-brom-benzophenon 在 偶氮二异丁腈 lithium dimesityl borohydride bis(dimethoxyethane) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以32%的产率得到2,4,6-三甲基苯甲酮
  参考文献：
  名称：

  Use of fragmentation probes in a study of the reduction reactions of 8-B-4 complexes

  摘要：

  The reduction of a number of mechanistic probes with several borate complexes, NaBH4, Li(C2H5)3-BH, and lithium dimesityl borohydride, has been shown to occur by both an electron transfer-hydrogen atom abstraction mechanism and a hydride transfer process. Although the electron transfer-hydrogen atom abstraction mechanism can nearly always be detected or be initiated, it is usually only a minor reaction, and only when the reducing agent and/or the substrate is sterically hindered or when the acceptor is a strong oxidizing agent is the homolytic pathway preferred.

  DOI：

  10.1021/jo00077a042
• 作为产物：
  描述：

  4-溴苯甲酰氯 在 9,10-二甲氧基蒽 、 sodium 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 5.0h， 生成 2,4,6-Trimethyl-4'-brom-benzophenon
  参考文献：
  名称：

  使用有机光氧化还原催化的p-选择性（sp2）-CH官能化的酰化/烷基化反应

  摘要：

  富电子芳烃的p-选择性（sp2）-CH功能化已通过涉及有趣机理的有机光氧化还原催化分别通过酰基/烷基硒化物进行酰化和烷基化反应。

  DOI：

  10.1039/c7cc07529d

文献信息

• Iodine Promoted Conversion of Esters to Nitriles and Ketones under Metal-Free Conditions
  作者：Jing Xiao、Fengzhe Guo、Yinfeng Li、Fangshao Li、Qiang Li、Zi-Long Tang

  DOI：10.1021/acs.joc.0c02794

  日期：2021.1.15

  We report a novel strategy to prepare valuable nitriles and ketones through the conversion of esters under metal-free conditions. By using the I2/PCl3 system, various substrates including aliphatic and aromatic esters could react with acetonitrile and arenes to afford the desired products in good to excellent yields. This method is compatible with a number of functional groups and provides a simple

  我们报告了一种通过在无金属条件下转化酯来制备有价值的腈和酮的新策略。通过使用I 2 / PCl 3系统，包括脂肪族和芳香族酯在内的各种底物可以与乙腈和芳烃反应，以良好或极好的收率提供所需的产物。该方法与许多官能团相容，并为腈化合物和芳基酮的合成提供了一种简单而实用的方法。
• A Reductive Benzylation for Benzenes Using Aroyl Chlorides and Triethylsilane Catalyzed by Aluminosilicate-Stabilized Silyl Cations on Montmorillonite
  作者：Makoto Onaka、Yoshiki Tanaka、Shintaro Shibata、Kimiko Hashimoto、Yoichi Masui

  DOI：10.1055/a-1928-7308

  日期：2022.12

  We discovered that the aluminosilicate-stabilized silyl cations, which were created from a solid-acid catalyst, the proton-exchanged montmorillonite, and Et3SiH, efficiently promoted the reductive benzylation of benzenes with aromatic carboxylic acid chlorides and Et3SiH in one pot.

  我们发现，由固体酸催化剂、质子交换蒙脱土和 Et 3 SiH 产生的硅铝酸盐稳定的甲硅烷基阳离子有效地促进苯与芳族羧酸氯化物和 Et 3 SiH 在一锅中的还原苄基化.
• Palladium and Copper‐Catalyzed Friedel–Crafts Acylation with Activated Amides
  作者：Haeun Park、Sunwoo Lee

  DOI：10.1002/adsc.202300376

  日期：2023.9.19

  The Friedel-Crafts acylation reaction between activated amides and arenes was carried out by employing [Pd(cinnamyl)Cl]2 and Cu(OTf)2 as catalysts. A range of N-phenyl-N-tosylbenzamides, which were substituted at the phenyl ring of the benzamide moiety, underwent reaction with various arenes, such as mesitylene, toluene, anisole, 4-tert-butylbenzene, o-xylene, m-xylene, and p-xylene, affording the

  以[Pd(肉桂基)Cl] 2和Cu(OTf) 2为催化剂，进行了活化酰胺与芳烃的Friedel-Crafts酰化反应。一系列N-苯基-N-甲苯磺酰基苯甲酰胺在苯甲酰胺部分的苯环上被取代，与各种芳烃发生反应，如均三甲苯、甲苯、苯甲醚、4-叔丁基苯、邻二甲苯、间二甲苯，和对二甲苯，得到相应的二芳基酮，产率范围为49%至89%。
• The use of chemical probes to differentiate between polar and SET-hydrogen atom abstraction pathways involved in the reduction reaction promoted by an 8-Al-4 anion
  作者：Dennis D. Tanner、C. M. Yang

  DOI：10.1021/jo00074a014

  日期：1993.10

  The mechanism for the reduction of aromatic ketones and alkyl halides with lithium tetrakis(N-dihydropyridyl)aluminate was found to proceed competitively by hydride reduction and by single electron transfer (SET)-hydrogen atom abstraction processes. A series of ketyl fragmentation probes were used to differentiate the two pathways. A SET process is the dominant pathway when the ketones involved are sterically hindered or when strong electron acceptors are used as the substrates. The observation that EPR-active intermediates can be detected, or that small amounts of radical derived products are formed, demonstrates only that a SET pathway is available but cannot be used to establish the mechanism of the major product-forming reactions.
• Korver,O. et al., Recueil des Travaux Chimiques des Pays-Bas, 1965, vol. 84, p. 289 - 303
  作者：Korver,O. et al.

  DOI：——

  日期：——