4-methylphenyl 4-bromobenzoate | 107456-33-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-methylphenyl 4-bromobenzoate
• 英文别名: p-tolyl 4-bromobenzoate；4-bromo-benzoic acid p-tolyl ester；4-Brom-benzoesaeure-p-tolylester；4-Bromo-benzoic acid p-tolyl ester；4-bromobenzoic acid p-tolyl ester；(4-Methylphenyl) 4-bromobenzoate
• CAS: 107456-33-7
• 化学式: C₁₄H₁₁BrO₂
• 分子量: 291.144
• InChiKey: NBVXHMSLWQURSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-methylphenyl 4-bromobenzoate 在 三氯化铝 作用下， 生成 (4-bromophenyl)(2-hydroxy-5-methylphenyl)methanone
  参考文献：
  名称：

  Rosenmund; Schnurr, Justus Liebigs Annalen der Chemie, 1928, vol. 460, p. 89

  摘要：

  DOI：
• 作为产物：
  描述：

  4-溴苯甲酸 、 乙酸对甲酚酯 在 phosphotungstic acid 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 以78%的产率得到4-methylphenyl 4-bromobenzoate
  参考文献：
  名称：

  Study on the Aromatic Transesterification Reaction Catalyzed by Phosphotungstic Acid

  摘要：

  已开发出一种实用的磷钨酸催化芳香族转酯化反应，用于制备芳香醋酸酯。这种转酯化方法避免了相应酚类化合物被氧化为醌类化合物，操作简单、环境友好且产品产率高。值得注意的是，在这个过程中，磷钨酸可以重复使用和回收。

  DOI：

  10.2174/1570178612666150115235650

文献信息

• Efficient and catalyst-free condensation of acid chlorides and alcohols using continuous flow
  作者：Frederik E. A. Van Waes、J. Drabowicz、A. Cukalovic、Christian V. Stevens

  DOI：10.1039/c2gc35555h

  日期：——

  An efficient, catalyst-free continuous flow procedure for the condensation of acid chlorides and alcohols was developed. Different esters could be obtained using this protocol with excellent conversions starting from the corresponding acid chlorides and alcohols in very short reaction times (5–7 min). The reaction was performed solventless for liquid reagents but requires a solvent for solid reagents in order to prevent clogging of the microreactor. Since no catalyst is needed, the purification of the reaction mixture is very straightforward. Scale-up of the reaction to a microreactor with an internal volume of 13.8 ml makes it possible to produce 2.2 g min−1 of ester with an isolated yield of 98% and recuperation of the formed HCl.

  开发了一种高效、无催化剂的连续流动工艺，用于酸氯化物和醇的缩合反应。通过这一工艺，从相应的酸氯化物和醇出发，在非常短的反应时间内（5-7分钟）即可获得高转化率的酯类化合物。该反应对于液体试剂是无溶剂进行的，但对于固体试剂则需要溶剂，以防止微反应器堵塞。由于无需催化剂，反应混合物的纯化过程非常直接。将反应规模扩大至内体积为13.8毫升的微反应器，能够实现以98%的分离产率每分钟生产2.2克酯，并回收生成的HCl。
• NHC−Iron-Catalyzed Aerobic Oxidative Aromatic Esterification of Aldehydes using Boronic Acids
  作者：João N. Rosa、R. Sudarshan Reddy、Nuno R. Candeias、Pedro M. S. D. Cal、Pedro M. P. Gois

  DOI：10.1021/ol100302e

  日期：2010.6.18

  NHC−iron complexes prepared in situ very efficiently afforded benzoates via the aerobic oxidative aromatic esterification of aldehydes with boronic acids. This method uses equimolar amounts of both the aldehyde and the boronic acid allowing the preparation of benzoates in yields up to 97%.

  原位制备的NHC-铁络合物通过醛与硼酸的好氧氧化芳族酯化反应，非常有效地提供了苯甲酸酯。该方法使用等摩尔量的醛和硼酸，使得制备苯甲酸酯的产率高达97％。
• NHC/Iron cooperative catalysis: aerobic oxidative esterification of aldehydes with phenols
  作者：R. Sudarshan Reddy、João N. Rosa、Luís F. Veiros、Stephen Caddick、Pedro M. P. Gois

  DOI：10.1039/c1ob05151b

  日期：——

  An NHC/iron cooperative catalytic system mediates the aerobic oxidative esterification of aldehydes with phenols. The use of equimolar amounts of reactants led to good to excellent isolated yields of esters.

  NHC /铁协同催化系统介导醛与酚的需氧氧化酯化。等摩尔量的反应物的使用导致酯的良好至优异的分离产率。
• Compounds that abrogate DNA-damage-induced cell cycle G2 checkpoint and/or augment the anti-cancer activity of DNA damaging treatments
  申请人：——

  公开号：US20040198727A1

  公开（公告）日：2004-10-07

  The invention provides compositions and methods to inhibit the cell cycle G2 checkpoint, in particular the DNA-damage-induced G2 checkpoint, in mammalian cells including human cells. Specifically, the invention provides compositions and methods to sensitize cells to DNA-damaging agents by abrogating the cell cycle G2 checkpoint. Compounds of the invention are used to treat proliferative disorders such as cancer. The invention provides compositions and methods for selectively sensitizing G1 checkpoint impaired cancer cells to DNA-damaging agents and treatments.

  本发明提供了一种抑制哺乳动物细胞，包括人类细胞，特别是DNA损伤诱导的G2检查点的细胞周期G2检查点的组成物和方法。具体而言，本发明提供了一种通过废除细胞周期G2检查点来使细胞对DNA损伤剂敏感的组成物和方法。本发明的化合物用于治疗增生性疾病，如癌症。本发明提供了一种选择性地使G1检查点受损的癌细胞对DNA损伤剂和治疗敏感的组成物和方法。
• Compounds that abrogate DNA damage induced cell cycle G2 checkpoint and/or augment anti-cancer activity of DNA-damaging treatments
  申请人：Kawabe Takumi

  公开号：US20060122269A1

  公开（公告）日：2006-06-08

  The invention provides compositions and methods to inhibit the cell cycle G2 checkpoint, in particular the DNA-damage-induced G2 checkpoint, in mammalian cells including human cells. Specifically, the invention provides compositions and methods to sensitize cells to DNA-damaging agents by abrogating the cell cycle G2 checkpoint. Compounds of the invention are used to treat proliferative disorders such as cancer. The invention provides compositions and methods for selectively sensitizing G1 checkpoint impaired cancer cells to DNA-damaging agents and treatments.

  该发明提供了一种抑制哺乳动物细胞，包括人类细胞中的细胞周期G2检查点，特别是DNA损伤诱导的G2检查点的组合物和方法。具体而言，该发明提供了通过废除细胞周期G2检查点来使细胞对DNA损伤剂敏感的组合物和方法。该发明的化合物可用于治疗增殖性疾病，如癌症。该发明提供的组合物和方法可选择性地使G1检查点受损的癌细胞对DNA损伤剂和治疗方法敏感。