2-(2,4-dimethylphenyl)propanoic acid | 150254-19-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 2-(2,4-dimethylphenyl)propanoic acid
• CAS: 150254-19-6
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: LVVAPTNDJWXUDI-UHFFFAOYSA-N

物化性质

• 沸点：
  297.8±9.0 °C(Predicted)
• 密度：
  1.069±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2,4-dimethylphenyl)propanoic acid 、 三甲基硅烷化重氮甲烷 生成 methyl 2-(2,4-dimethylphenyl)propionate
  参考文献：
  名称：

  Aromatic alkenylation using electrophilic organogallium reagent generated from allenylsilane and GaCl3

  摘要：

  Aromatic hydrocarbons are alkenylated with silylallene in the presence of GaCl3 at -90 degreesC. Organometallic electrophiles generated from the allene and GaCl3 are the active species in this reaction. A modest level of ortho-selectivity is observed. While the silylallene reacts exclusively at the 2-position, 1,2-alkradiene reacts at the 1-position predominantly. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01043-7
• 作为产物：
  描述：

  (E)-1-triethylsilyl-2-methyl-2-(2,4-dimethylphenyl)oxirane 在 甲烷磺酸 、 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 作用下， 以 四氢呋喃 、 水 、 叔丁醇 为溶剂， 反应 9.0h， 生成 2-(2,4-dimethylphenyl)propanoic acid
  参考文献：
  名称：

  Aromatic alkenylation using electrophilic organogallium reagent generated from allenylsilane and GaCl3

  摘要：

  Aromatic hydrocarbons are alkenylated with silylallene in the presence of GaCl3 at -90 degreesC. Organometallic electrophiles generated from the allene and GaCl3 are the active species in this reaction. A modest level of ortho-selectivity is observed. While the silylallene reacts exclusively at the 2-position, 1,2-alkradiene reacts at the 1-position predominantly. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01043-7

文献信息

• Preparation of optically active alpha-arylalkanoic acids and precursors thereof
  申请人：SYNTEX PHARMACEUTICALS INTERNATIONAL LIMITED

  公开号：EP0110671A1

  公开（公告）日：1984-06-13

  This invention concerns a process of preparing optically active a-arylalkanoic acids useful as pharmaceutical (e.g., anti-inflammatory) agents, and their precursors. These a-arylalkanoic acids, esters, amides, nitriles, oxazolines and metal salts are stereoselectively prepared by forming the metal or metal halide of the corresponding acid, ester, amide, oxazoline, nitrile, or metal salt and treating the compound so prepared with an aryl halide in the presence of a chiral (optically active) transition metal catalyst, optionally in the presence of a dipolar aprotic solvent or mixtures thereof, for a time sufficient to form the corresponding optically active a-arylalkanoic acid, ester, amide, nitrile, oxazoline or metal salt, and optionally concomitantly or sequentially hydrolyzing any ester, amide, nitrile, oxazoline or metal salt formed to the corresponding optically active α-arylalkanoic acid. The process optionally further includes removal of halogen atom from the aromatic portion or methylation of the aryl hydroxyl portion of the a-arylalkanoic acid, as well as subsequent formation of the pharmaceutically acceptable salts and esters of the optically active a-arylalkanoic acid.

  本发明涉及一种制备光学活性芳基烷酸及其前体的工艺，这种芳基烷酸可用作药剂（如消炎剂）。这些 a-芳基烷酸、酯、酰胺、腈、噁唑啉和金属盐是通过形成相应酸、酯、酰胺、噁唑啉、腈或金属盐的金属或金属卤化物，并在手性（光学活性）过渡金属催化剂存在下用芳基卤化物处理如此制备的化合物而立体选择性制备的、任选在双极性烷基溶剂或其混合物存在下，处理足够长的时间以形成相应的光学活性 a-芳基烷酸、酯、酰胺、腈、噁唑啉或金属盐，并任选同时或依次将形成的任何酯、酰胺、腈、噁唑啉或金属盐水解为相应的光学活性 α-芳基烷酸。该工艺可选地进一步包括从芳香部分去除卤原子或芳基羟基部分的甲基化，以及随后形成具有光学活性的芳基烷酸的药学上可接受的盐和酯。
• Method of modifying taste
  申请人：TATE & LYLE PUBLIC LIMITED COMPANY

  公开号：EP0159864A2

  公开（公告）日：1985-10-30

  The sweetness of an ingestible product or oral composition containing a sweetening sugar or sugar alcohol in relatively large quantities can be reduced and/or the flavour enhanced by incorporation of at least one compound of the general formula (I) in which m represents 0 or 1, A represents a homocyclic or heterocyclic aromatic group with one or more rings; and B represents a hydrogen atom, a lower aliphatic group with 1-3 carbon atoms or a phenyl group; or, when m represents 0, A and B together represent a bivalent homocyclic or heterocyclic aromatic group with two or more rings, or a methylidene group carrying as a substituent a homocyclic or heterocyclic aromatic group with one or more rings; an aromatic ring of A, or of A and B together, optionally carrying one to three substituents selected from lower alkoxy groups, lower alkyl alkenyl groups, formyl or acetyl groups, hydroxy groups or acyloxy groups, and halogen atoms; C represents a hydrogen atom or an alkyl group or, when m represents 0, a hydroxy or alkoxy group; D represents an oxygen or sulphur atom; X+ represents a hydrogen ion or another physiologically compatible cation; with the proviso that m represents 1 when S represents a substituted or unsubstituted phenyl group and Band C both represent hydrogen atoms; or when A represents an unsubstituted phenyl group, B represents an alkyl group and C represents a hydrogen atom.

  通过加入至少一种通式(I)化合物，可降低含有相对大量甜味剂糖或糖醇的可食用产品或口服组合物的甜度和/或增强其风味 其中，m 代表 0 或 1，A 代表具有一个或多个环的均环或杂环芳香基团；B 代表氢原子、具有 1-3 个碳原子的低级脂肪族基团或苯基；或者，当 m 代表 0 时，A 和 B 共同代表具有两个或多个环的二价均环或杂环芳香基团，或者代表以具有一个或多个环的均环或杂环芳香基团为取代基的亚甲基；A 的芳香环，或 A 和 B 的芳香环，可选择带有一至三个取代基，这些取代基选 自低级烷氧基、低级烷基烯基、甲酰基或乙酰基、羟基或酰氧基以及卤素原子； C 代表氢原子或烷基，或当 m 代表 0 时，代表羟基或烷氧基； D 代表氧原子或硫原子； X+ 代表氢离子或其他生理上相容的阳离子； 但当 S 代表取代或未取代的苯基且带 C 均代表氢原子时，或当 A 代表未取代的苯基，B 代表烷基且 C 代表氢原子时，m 代表 1。
• PLATINUM (II) COMPLEXES
  申请人：SAGAMI CHEMICAL RESEARCH CENTER

  公开号：EP0386243A1

  公开（公告）日：1990-09-12

  Novel platinum (II) complexes represented by general formula (I), wherein AB represents a bidentate diamine ligand, R1 and R2 independently represent a hydrogen atom or an alkyl group containing 1 to 8 carbon atoms, provided that R1 and R2 do not represent hydrogen atoms at the same time, Ar represents an aryl group, and n represents 0 or 1. The platinum (II) complexes have a strong growth inhibiting action on P-388 mouse leukemia cells and are used as novel substances having an oncostatic activity.

  通式(I)代表的新型铂(II)络合物，其中 AB 代表双齿二胺配体，R1 和 R2 独立地代表氢原子或含有 1 至 8 个碳原子的烷基，但 R1 和 R2 不能同时代表氢原子，Ar 代表芳基，n 代表 0 或 1。铂（II）配合物对 P-388 小鼠白血病细胞有很强的生长抑制作用，可用作具有抗癌活性的新型物质。
• Use of formic or oxalic acid for the regioselective hydrocarboxylation of alkenes and alkynes catalyzed by palladium/carbon and 1,4-bis(diphenylphosphino)butane
  作者：B. El Ali、G. Vasapollo、H. Alper

  DOI：10.1021/jo00069a045

  日期：1993.8
• Iron-Catalyzed, Highly Regioselective Synthesis of α-Aryl Carboxylic Acids from Styrene Derivatives and CO₂
  作者：Mark D. Greenhalgh、Stephen P. Thomas

  DOI：10.1021/ja3045053

  日期：2012.7.25

  The iron-catalyzed hydrocarboxylation of aryl alkenes has been developed using a highly active bench-stable iron(II) precatalyst to give alpha-aryl carboxylic acids in excellent yields and with near-perfect regioselectivity. Using just 1 mol % FeCl2, bis(imino)pyridine 6 (1 mol %), CO2 (atmospheric pressure), and a hydride source (EtMgBr, 1.2 equiv), a range of sterically and electronically differentiated aryl alkenes were transformed to the corresponding alpha-aryl carboxylic acids (up to 96% isolated yield). The catalyst was found to be equally active with a loading of 0.1 mol %. Preliminary mechanistic investigations show that an iron-catalyzed hydrometalation is followed by transmetalation and reaction with the electrophile (CO2).