(2,5-dimethylphenyl)(4-fluorophenyl)methanone | 2250-61-5

• 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: (2,5-dimethylphenyl)(4-fluorophenyl)methanone
• 英文别名: 4-Fluor-2',5'-dimethyl-benzophenon；(2,5-Dimethyl-phenyl)-(4-fluoro-phenyl)-methanone；(2,5-dimethylphenyl)-(4-fluorophenyl)methanone
• CAS: 2250-61-5
• 化学式: C₁₅H₁₃FO
• mdl: MFCD09891274
• 分子量: 228.266
• InChiKey: WTWDNLIIRWMNQJ-UHFFFAOYSA-N

物化性质

• 沸点：
  169-170 °C(Press: 10 Torr)
• 密度：
  1.117±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2,5-dimethylphenyl)(4-fluorophenyl)methanone 在 氧气 作用下， 以 二甲基亚砜 为溶剂， 25.0 ℃ 、999.76 kPa 条件下， 反应 0.2h， 以78%的产率得到3-(4-fluorophenyl)-5-methylisobenzofuran-1-(3H)-one
  参考文献：
  名称：

  Controlled photo-flow oxidative reaction (UV-FOR) platform for ultra-fast phthalide and API synthesis

  摘要：

  已开发出一种高效、集成且连续流的平台，用于从酮-O₂反应中合成邻苯二甲酸酯和API的实时、高通量研究。

  DOI：

  10.1039/c8gc02320d
• 作为产物：
  描述：

  对氟苯甲酸 在 aluminum (III) chloride 、 氯化亚砜 作用下， 反应 2.0h， 生成 (2,5-dimethylphenyl)(4-fluorophenyl)methanone
  参考文献：
  名称：

  Controlled photo-flow oxidative reaction (UV-FOR) platform for ultra-fast phthalide and API synthesis

  摘要：

  已开发出一种高效、集成且连续流的平台，用于从酮-O₂反应中合成邻苯二甲酸酯和API的实时、高通量研究。

  DOI：

  10.1039/c8gc02320d

文献信息

• Friedel–Crafts acylation reaction using carboxylic acids as acylating agents
  作者：Masato Kawamura、Dong-Mei Cui、Shigeru Shimada

  DOI：10.1016/j.tet.2006.07.031

  日期：2006.9

  Dehydrative Friedel–Crafts acylation reaction of aromatic compounds with carboxylic acids as acylating agents was investigated in the presence of Lewis acid- or Brønsted acid-catalyst. Various metal triflates and bis(trifluoromethanesulfonyl)amides showed catalytic activity at high temperature, among which Eu(NTf2)3 proved to be the most effective and efficiently catalyzed the acylation reaction of alkyl-

  在路易斯酸或布朗斯台德酸催化剂存在下，研究了芳香族化合物与羧酸作为酰化剂的脱水弗瑞德-克来福特酰化反应。各种金属三氟甲磺酸酯和双（三氟甲磺酰基）酰胺在高温下均表现出催化活性，其中Eu（NTf 2）3被证明是最有效和最有效地催化烷基和烷氧基苯与脂肪族和芳香族羧酸在250°C的酰化反应。 C。Bi（NTf 2）3在较低温度下比Eu（NTf 2）3更有效，但事实证明在少量水存在下会水解，得到HNTf 2和[Bi 6O 4（OH）4（H 2 O）6 ]（NTf 2）6。后一种化合物的结构通过单晶X射线分析确认。在五个布朗斯台德酸，HOTf，HNTf 2，HCTf 3，加入TsOH，和Nafion ® SAC-13，HNTf 2已被证明是最有效的催化剂和比铕（NTF更有效2）3为酰化p二甲苯与庚酸在220°C或更低的温度下。HNTf 2在回流的甲苯中通过共沸脱除水以高收率催化了苯甲醚与羧酸的酰化反应。
• PRODUCTION METHOD OF CITALOPRAM, INTERMMEDIATE THEREFOR AND PRODUCTION METHOD OF THE INTERMEDIATE
  申请人：Sumika Fine Chemicals Co., Ltd.

  公开号：US20020062040A1

  公开（公告）日：2002-05-23

  Citalopram can be industrially and economically produced and at a high yield by reacting a compound of the following formula [VI] with 3-(dimethylamino)propyl chloride in the presence of at least one of N,N,N′,N′-tetramethylethylenediamine and 1,3-dimethyl-2-imidazolidinone and a condensing agent. The compound of the following formula [III], which is a key compound for the production of citalopram, can be easily produced by subjecting the compound of the following formula [II] to reduction and cyclization. 1

  西酞普兰可以通过将以下化合物的化学式［VI］与3-(二甲氨基)丙基氯化物在N,N,N′,N′-四甲基乙二胺和1,3-二甲基-2-咪唑烷酮和缩合剂的存在下反应，以高产率进行工业和经济生产。作为西酞普兰生产的关键化合物，以下化合物的化学式［III］可以通过将以下化合物的化学式［II］经过还原和环化来轻松生产。
• Production method of citalopram, intermediate therefor and production method of the intermediate
  申请人：Sumika Fine Chemicals Co., Ltd.

  公开号：US20040230066A1

  公开（公告）日：2004-11-18

  Citalopram can be industrially and economically produced and at a high yield by reacting a compound of the following formula [VI] with 3-(dimethylamino)propyl chloride in the presence of at least one of N,N,N′,N′-tetramethylethylenediamine and 1,3-dimethyl-2-imidazolidinone and a condensing agent. The compound of the following formula [III], which is a key compound for the production of citalopram, can be easily produced by subjecting the compound of the following formula [II] to reduction and cyclization. 1

  Citalopram可以通过将以下公式[VI]的化合物与3-(二甲氨基)丙基氯化物在至少一种N,N,N′,N′-四甲基乙二胺和1,3-二甲基-2-咪唑烷酮和缩合剂的存在下反应，以高收率进行工业和经济生产。以下公式[III]的化合物是生产Citalopram的关键化合物，可以通过还原和环化以下公式[II]的化合物来轻松生产。
• AROMATIC COPOLYMER HAVING PROTON CONDUCTIVE GROUP AND USES THEREOF
  申请人：Murakami Takuya

  公开号：US20140154610A1

  公开（公告）日：2014-06-05

  An aromatic copolymer comprises a hydrophilic segment (A) and a hydrophobic segment (B), wherein the hydrophilic segment (A) comprises a structural unit (1) having a proton conductive group, and the hydrophobic segment (B) comprises at least one structural unit selected from the group consisting of a structural unit (2) and a structural unit (3), wherein the structural unit (2) is a divalent structural unit having an aromatic ring and no proton conductive groups and having two bonding sites at the para-position of one ring included in the aromatic ring, and the structural unit (3) is a divalent structural unit having a benzene ring and is a structural unit different from the structural unit (2), the hydrophobic segment (B) in its entirety contained in the aromatic copolymer including both the structural unit (2) and the structural unit (3).

  一种芳香族共聚物包括亲水性片段（A）和疏水性片段（B），其中亲水性片段（A）包括具有质子导电基团的结构单元（1），而疏水性片段（B）包括至少一种从结构单元（2）和结构单元（3）组成的结构单元中选出的结构单元，其中结构单元（2）是具有芳香环但没有质子导电基团的二价结构单元，在芳香环中的一个环的对位上具有两个键合位点，而结构单元（3）是具有苯环的二价结构单元，是不同于结构单元（2）的结构单元，疏水性片段（B）完全包含在包括结构单元（2）和结构单元（3）的芳香族共聚物中。
• Design of Stimuli‐Responsive Phenothiazine Derivatives with Triplet‐Related Dual Emission and High‐Contrast Mechanochromism Guided by Polymorph Prediction
  作者：Jiayu Zhang、Mengna Zhu、Yunxiang Lu、Xinghong Zhang、Shuzhang Xiao、Haichuang Lan、Tao Yi

  DOI：10.1002/chem.202200458

  日期：2022.5.19

  conformations of phenothiazine derivatives were well predicted by Polymorph Prediction. The crystals of those derivatives with the potential to form both quasi-axial (ax) and quasi-equatorial (eq) conformations could undergo conformation transition and showed high-contrast mechanochromism (MC). All the derivatives exhibited aggregation-induced emission (AIE) and triplet-related dual emission (DEM) characters

  Polymorph Prediction 很好地预测了吩噻嗪衍生物的潜在构象。具有形成准轴（ax）和准赤道（eq）构象的那些衍生物的晶体可以发生构象转变并显示出高对比度的机械变色（MC）。所有衍生物都表现出聚集诱导发射（AIE）和三重态相关双发射（DEM）特征。