[3-(1-甲基乙基)苯基]苯基甲酮 | 32388-73-1

• 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: [3-(1-甲基乙基)苯基]苯基甲酮
• 英文名称: [3-(1-methylethyl)phenyl]phenylmethanone
• 英文别名: 3-isopropylbenzophenone；m-Isopropylbenzophenon；Methanone, [3-(1-methylethyl)phenyl]phenyl-；phenyl-(3-propan-2-ylphenyl)methanone
• CAS: 32388-73-1
• 化学式: C₁₆H₁₆O
• 分子量: 224.302
• InChiKey: NEPXSGPYEHEOOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  酮基布洛芬	ketoprofen	22071-15-4	C16H14O3	254.285

反应信息

• 作为反应物：
  描述：

  [3-(1-甲基乙基)苯基]苯基甲酮 在 lithium aluminium tetrahydride 作用下， 生成 N-(m-Isopropylbenzhydryl)-anilin
  参考文献：
  名称：

  Reactions of vicinal dianions. Alkylation of the benzophenone anil dianion

  摘要：

  DOI：

  10.1021/jo00966a034
• 作为产物：
  描述：

  1-溴-3-异丙基苯 在 氯化亚砜 作用下， 生成 [3-(1-甲基乙基)苯基]苯基甲酮
  参考文献：
  名称：

  Reactions of vicinal dianions. Alkylation of the benzophenone anil dianion

  摘要：

  DOI：

  10.1021/jo00966a034

文献信息

• <i>Ortho</i>CH Acylation of Aryl Iodides by Palladium/Norbornene Catalysis
  作者：Zhe Dong、Jianchun Wang、Zhi Ren、Guangbin Dong

  DOI：10.1002/anie.201506397

  日期：2015.10.19

  Reported herein is a palladium/norbornene‐catalyzed ortho‐arene acylation of aryl iodides by a Catellani‐type CH functionalization. This transformation is enabled by isopropyl carbonate anhydrides, which serve as both an acyl cation equivalent and a hydride source.

  本文报道的是钯/降冰片烯的催化邻由Catellani-C型的芳基碘化物的-arene酰化 ħ官能化。碳酸异丙酯酐可实现这种转化，它们既可作为酰基阳离子当量又可作为氢化物源。
• Aryl (Ethanoic) Propanoic Acid Ascorbyl Ester, Preparation Method Thereof And Medicament Containing The Same
  申请人：Tang Luhong

  公开号：US20120115897A1

  公开（公告）日：2012-05-10

  The present invention designs and synthesizes the ascorbyl ester derivatives of the aryl (ethanoic) propanoic acid non-steroidal anti-inflammatory medicaments, such as ibuprofen, ketoprofen and naproxen, and addition salt of the derivatives with pharmaceutical acid or pharmaceutical alkaline. The non-steroidal anti-inflammatory medicament which takes the ibuprofen as the representative is a common antipyretic analgesic medicament. The invention has remarkable antipyretic and analgesic effects and good safety except for anti-inflammatory effect, thus being not only suitable for adults, but also suitable for the elderly people, infants and children. The aryl (ethanoic) propanoic acid ascorbyl ester can be converted into ascorbyl ester derivatives and the addition salts of the derivatives with pharmaceutical acid or pharmaceutical alkaline, which can improve the water solubility thereof, facilitate intravenously administration, reduce the onset time, improve the bioavailability, reduce the stimulation effect to gastrointestinal tract, and enhance the penetrating capacity to hemato encephalic barrier, and can be used as a novel medicament to be applied for antiphlogistic, antipyresis, analgesia, treatment of arthritis, dysmenorrheal, multiple sclerosis, pneumonia cystic fibrosis and patent ductus arteriosus of premature infants, and prevention and treatment of cerebral apoplexy, hypoxic-ischemic brain damage, senile dementia and certain cancers.

  本发明设计并合成了芳基（乙酸）丙酸非甾体抗炎药物，例如布洛芬、酮洛芬和萘普生的抗坏血酸酯衍生物，以及这些衍生物与药用酸或药用碱的加成盐。以布洛芬为代表的非甾体抗炎药是一种常见的解热镇痛药。本发明除了具有抗炎效果外，还具有显著的解热和镇痛效果，安全性良好，因此不仅适用于成人，也适用于老年人、婴幼儿。芳基（乙酸）丙酸抗坏血酸酯可转化为抗坏血酸酯衍生物以及这些衍生物与药用酸或药用碱的加成盐，这可以提高其水溶性，便于静脉给药，减少起效时间，提高生物利用度，减少对胃肠道的刺激作用，增强穿透血脑屏障的能力，并可作为新型药物应用于消炎、解热、镇痛、治疗关节炎、痛经、多发性硬化症、肺炎、囊性纤维化和早产儿动脉导管未闭，以及预防和治疗脑卒中、缺氧缺血性脑损伤、老年痴呆症和某些癌症。
• Microwave-Assisted Facile and Rapid Friedel–Crafts Benzoylation of Arenes Catalyzed by Bismuth Trifluoromethanesulfonate
  作者：Phuong Hoang Tran、Poul Erik Hansen、Thuy Thanh Pham、Vy Thanh Huynh、Vy Hieu Huynh、Thao Du Thi Tran、Thanh Van Huynh、Thach Ngoc Le

  DOI：10.1080/00397911.2014.906042

  日期：2014.10.18

  investigated in Friedel–Crafts benzoylation under microwave irradiation. Friedel–Crafts benzoylation with benzoyl chloride of a variety of arenes containing electron-rich and electron-poor rings using bismuth triflate under microwave irradiation is described. This method allows the preparation of aryl ketones under solventless conditions in good to excellent yields and short reaction time. Bismuth triflate

  摘要 研究了金属三氟甲磺酸盐在微波辐射下的 Friedel-Crafts 苯甲酰化反应中的催化活性。描述了在微波辐射下使用三氟甲磺酸铋与含富电子和缺电子环的各种芳烃的苯甲酰氯的 Friedel-Crafts 苯甲酰化反应。该方法允许在无溶剂条件下以良好至极好的收率和较短的反应时间制备芳基酮。三氟甲磺酸铋很容易回收并重复使用五次，而催化活性没有显着损失。图形概要
• Erbium trifluoromethanesulfonate catalyzed Friedel–Crafts acylation using aromatic carboxylic acids as acylating agents under monomode-microwave irradiation
  作者：Phuong Hoang Tran、Poul Erik Hansen、Hai Truong Nguyen、Thach Ngoc Le

  DOI：10.1016/j.tetlet.2014.12.038

  日期：2015.1

  Erbium trifluoromethanesulfonate is found to be a good catalyst for the Friedel–Crafts acylation of arenes containing electron-donating substituents using aromatic carboxylic acids as the acylating agents under microwave irradiation. An effective, rapid and waste-free method allows the preparation of a wide range of aryl ketones in good yields and in short reaction times with minimum amounts of waste

  发现三氟甲烷磺酸b是在微波辐射下，使用芳族羧酸作为酰化剂，对含给电子取代基的芳烃进行弗瑞德-克拉夫茨酰化的良好催化剂。一种有效，快速且无浪费的方法可以在不浪费最少的情况下以良好的收率和较短的反应时间制备各种芳基酮。
• Perfluoroalkanesulfonic Acid Catalyzed Acylations of Alkylbenzenes: Synthesis of Alkylanthraquinones
  作者：Franz Effenberger、Frank Buckel、Andreas H. Maier、Judith Schmider

  DOI：10.1055/s-2000-7102

  日期：——

  dealkylation. The yield of benzoylation of p-xylene 4 with benzoic acid in the presence of 5 mol% C4F9SO3H to give 2,5-dimethylbenzophenone 5 could significantly be improved from 14% to 90% by continuous removal of water formed during the acylation. Also in the preparation of alkylanthraquinones 7 by reaction of alkylbenzenes with phthalic anhydride, water removal is the decisive factor to obtain satisfactory

  用苯甲酰氯 2 和催化量的全氟丁磺酸对烷基苯 1 进行酰化，得到相应的 2-、3-和 4-烷基二苯甲酮 3，其邻位产物含量异常高。令人惊讶的是，即使是叔丁基苯在这些反应条件下也没有任何酸催化的脱烷基化反应。在 5 mol% C4F9SO3H 存在下，对二甲苯 4 与苯甲酸苯甲酰化生成 2,5-二甲基二苯甲酮 5 的产率可通过连续去除酰化过程中形成的水​​显着提高，从 14% 提高到 90%。同样在通过烷基苯与邻苯二甲酸酐反应制备烷基蒽醌 7 中，除水是第二次酰化获得满意收率的决定性因素，