4-chlorophenyl(4-cyanophenyl)methanone | 60694-68-0

• 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: 4-chlorophenyl(4-cyanophenyl)methanone
• 英文别名: 4-(4-chlorobenzoyl)benzonitrile；4-chloro-4'-cyanobenzophenone；4-Cyano-4'-chlorbenzophenon
• CAS: 60694-68-0
• 化学式: C₁₄H₈ClNO
• 分子量: 241.677
• InChiKey: OXLQCJODCSZMHC-UHFFFAOYSA-N

物化性质

• 熔点：
  137-140 °C
• 沸点：
  412.7±30.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chlorophenyl(4-cyanophenyl)methanone 生成 1-(4-Chlorophenyl)-1-(4-cyanophenyl)ethylene
  参考文献：
  名称：

  Amine derivatives, processes for their production and their use

  摘要：

  化合物的化学式I ##STR1## 中，其中R.sub.1代表化学式##STR2## 的基团，R.sub.2代表氢或较低的烷基，或者R.sub.1和R.sub.2与它们连接的碳原子一起代表化学式IIg ##STR3## 的基团，R.sub.4和R.sub.5独立地代表氢或较低的烷基，R.sub.3代表氢、烷基、环烷基或卤代烷基，R.sub.6代表化学式##STR4## 的基团，R.sub.1代表如上定义的化学式IIa到IIf的基团，R.sub.2和R.sub.3一起形成一个--(CH.sub.2)--.sub.u基团，其中u代表从1到8的整数，R.sub.4、R.sub.5和R.sub.6具有上述给定的含义。这些化合物被指示用作药物和农药。

  公开号：

  US04939148A1
• 作为产物：
  描述：

  4-氯苯硼酸 、 4-氰基苯甲醛 在 3,4,7,8-四甲基-1,10-菲罗啉 、 氧气 、 caesium carbonate 、 cobalt(II) chloride 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 12.0h， 以83%的产率得到4-chlorophenyl(4-cyanophenyl)methanone
  参考文献：
  名称：

  Synthesis of biarylketones and phthalides from organoboronic acids and aldehydes catalyzed by cobalt complexes

  摘要：

  描述了一种钴催化的芳基和烯基硼酸与醛和邻苯二甲醛的加成反应，可以在一个反应锅中以良好到优异的产率生成相应的双芳基酮和3-芳基邻苯二甲酰亚胺。

  DOI：

  10.1039/c1cc13771a

文献信息

• Photo–nickel dual catalytic benzoylation of aryl bromides
  作者：Tobias Emanuel Schirmer、Alexander Wimmer、Florian Wolfgang Clemens Weinzierl、Burkhard König

  DOI：10.1039/c9cc04726c

  日期：——

  The dual catalytic arylation of aromatic aldehydes by aryl bromides using UV-irradiation and a nickel catalyst is reported. The reaction product serves as a photocatalyst and a hydrogen atom transfer agent for this transformation.

  报道了使用紫外线辐射和镍催化剂，芳基溴化物对芳族醛的双重催化芳基化反应。反应产物用作该转化的光催化剂和氢原子转移剂。
• Copper-catalyzed carbonylative Suzuki coupling of aryl iodides with arylboronic acids under ambient pressure of carbon monoxide
  作者：Laijin Cheng、Yanzhen Zhong、Zhuchao Ni、Hongyan Du、Fengli Jin、Qi Rong、Wei Han

  DOI：10.1039/c4ra08594a

  日期：——

  An efficient and ligandless nanocopper-catalyzed carbonylative cross-coupling of aryl iodides with arylboronic acids at ambient CO pressure in poly(ethylene glycol), has been developed.

  在聚乙二醇中，一种高效且无需配体的纳米铜催化的羰基化交叉偶联反应被开发出来，可以在常压一氧化碳下实现芳香碘化物与芳香硼酸的转化。

• Isomerization and 1,3-dipolar cycloaddition of gem-difluorinated NH-azomethine ylides in the reaction of difluorocarbene with diarylmethanimines
  作者：M. S. Novikov、A. F. Khlebnikov、K. A. Khistyaev、I. Magull

  DOI：10.1007/s11172-008-0136-2

  日期：2008.5

  proceeds regioselectively with the formation of 4-fluoro-2,5-dihydrooxazoles. According to the quantum-chemical calculations by the DFT B3LYP/6-31G* method, 1,3-dipolar cycloaddition of difluorinated NH-azomethine ylides to a C=O bond with the formation of 4-fluoro derivatives of oxazole has lower barrier of activation than the reaction, leading to another regioisomer; the formal 1,2-H shift in the ylide

  二氟卡宾与二芳基甲亚胺的反应导致形成 gem-difluorinated NH-azomethine 叶立德，发现两种类型的竞争转化具有特征：正式的 1,2-H 转变为 N-（二氟甲基）亚胺和 1,3 -偶极环加成到缺电子的多重键。α,α,α-三氟苯乙酮是二氟 NH-叶立德的有效偶极陷阱，将其添加到偶极子中会区域选择性地形成 4-氟-2,5-二氢恶唑。根据 DFT B3LYP/6-31G* 方法的量子化学计算，二氟化 NH-偶氮甲碱叶立德的 1,3-偶极环加成与 C=​​O 键形成 4-氟衍生物恶唑具有较低的势垒活化比反应，导致另一种区域异构体；正式的 1,
• Wagner; Voigt, Pharmazie, 1976, vol. 31, # 6, p. 354 - 360
  作者：Wagner、Voigt

  DOI：——

  日期：——
• REACTION OF ARYLIMODIMAGNESIUM WITH AROMATIC BIFUNCTIONAL NITRILES: COMPETITION AND/OR COOPERATION OF FUNCTIONAL GROUPS AFFECTED BY ELECTRON-ACCEPTING ABILITY AND LOCATION
  作者：Masao Okubo、Masayo Sakata、Yuko Iwatsu、Nobuyuki Tsurusaki、Sawako Nakashima、Yoshihito Iwamoto、Harumi Nonaka、Akira Yamauchi、Koji Matsuo

  DOI：10.1002/(sici)1099-1395(199704)10:4<242::aid-poc901>3.0.co;2-u

  日期：1997.4

  The reactions of aryliminodimagnesium [ArN(MgBr)(2)IDMg] with p'-substituted p-cyanobenzophenornes, 1-cyano-9-fluorenone, o-, m- and p-dicyanobenzenes and o-, m- and p-nitrobenzonitriles were examined, and the relative yields of products were referred to the previous results of electron spin resonance studies. The products of condensation with carbonyl and nitro groups and of addition to cyano groups were formed. From the variations of the yields caused by the molar ratio of the magnesium reagent versus substrates and by the substituents of both reactants, the preferred groups were determined, The groups of p- and m-substrates are consistent with the position of highest density of free electrons in the anion radicals, whereas those of the o-substrates are inconsistent. The consistency indicate competition of functional groups reflecting the relative ability of single electron acceptance from the reagent, whereas the inconsistency is ascribed to cooperation of neighbouring groups for sigma-complexation with the Mg atom of the reagent, The categories of competition and cooperation are discussed in relation to fundamental features and general governing factors proposed for the IDMg reactions of monofunctional substrates. (C) 1997 by John Wiley & Sons, Ltd.