2-acetoxy-3,5-diisopropylbenzoic acid | 74152-39-9

• 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-acetoxy-3,5-diisopropylbenzoic acid
• 英文别名: 3,5-di-iso-propylacetylsalicylic acid；2-acetoxy-3,5-diisopropyl-benzoic acid；2-Acetoxy-3,5-diisopropyl-benzoesaeure；2-Acetyloxy-3,5-di(propan-2-yl)benzoic acid
• CAS: 74152-39-9
• 化学式: C₁₅H₂₀O₄
• 分子量: 264.321
• InChiKey: XSXDQWZAYUYETB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-acetoxy-3,5-diisopropylbenzoic acid 在 氯化亚砜 、 硼烷四氢呋喃络合物 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 邻二甲苯 为溶剂， 反应 6.0h， 生成 2-[(N-[6-(2,6-dimethylanilino)pyridin-2-yl]-2,6-dimethylanilino)methyl]-4,6-di(propan-2-yl)phenol
  参考文献：
  名称：

  杂苯氧基-酰氨基吡啶配体的和钇配合物。外消旋丙交酯在ROP中的用途

  摘要：

  制备了新的多齿杂酚-氨基吡啶配体{N Me2 NN Me2 C i Pr2 O} H 2（1-H 2），并将其与三烷基前体M（CH 2 SiMe 3）3（THF ）进行σ-键复分解反应。）2（M = Sc，Y）。这些反应干净地提供了相应的烷基络合物{N Me2 NN Me2 C iPr2 O} M（CH 2 SiMe 3）（THF）（M = Sc（1-Sc），Y（1-Y）），通过NMR光谱和显微分析对其进行表征。结晶后，1-Sc歧化形成双（配体）复合物2-Sc，将其分离并通过X射线晶体学表征。配合物1-Sc和1-Y单独或与i PrOH一起用作外消旋丙交酯的开环聚合（ROP）的引发剂，可得到分子量受控的无规立构PLA。

  DOI：

  10.1016/j.jorganchem.2016.09.014
• 作为产物：
  描述：

  水杨酸 在 硫酸 作用下， 生成 2-acetoxy-3,5-diisopropylbenzoic acid
  参考文献：
  名称：

  Desseigne, Bulletin de la Societe Chimique de France, 1948, p. 68

  摘要：

  DOI：

文献信息

• Development of 5-nitrothiazole derivatives: Identification of leads against both replicative and latent Mycobacterium tuberculosis
  作者：Variam Ullas Jeankumar、Manoj Chandran、Ganesh Samala、Mallika Alvala、Pulla Venkat Koushik、Perumal Yogeeswari、Elena G. Salina、Dharmarajan Sriram

  DOI：10.1016/j.bmcl.2012.10.060

  日期：2012.12

  Twenty eight 5-nitrothiazole derivatives were synthesized and evaluated for in vitro activities against Mycobacterium tuberculosis (MTB), cytotoxicity against HEK 293T. Among the compounds, 5-nitro-N-(5-nitrothiazol-2-yl)furan-2-carboxamide (20) was found to be the most active compound in vitro with MICs of 5.48 mu M against log-phase culture of MTB and also non-toxic up to 100 mu M. (C) 2012 Elsevier Ltd. All rights reserved.
• Anti-tert-butylperoxyl radical reactivities of copper(II), manganase(II), and iron(III) 3,5-diisopropylsalicylate chelates
  作者：Levon A. Tavadyan、Hakop G. Tonikyan、Seyran H. Minasyan、Lusik A. Harutyunyan、Frederick T. Greenaway、Skip Williams、Ronda A. Gray-Kaufman、John R.J. Sorenson

  DOI：10.1016/s0020-1693(01)00657-0

  日期：2002.1

  Copper(II)-, Fe(III)-, and Mn(II)-3,5-di-iso-propylsalicylate (3,5-DIPS) chelates and Cu(II)(2)(acetyl-3,5-DIPS)(4), and 3,5-DIPS acid were examined as antioxidants in scavenging tert-butylperoxyl radical (tert-butylOO(.)). Using kinetic EPR methods it was established that the order of anti-tert-butylOO(.) reactivity is: Mn(II)(3,5-DIPS)(2) >> Cu(II)(2)(3,5-DIPS)(4) - Fe(III)(3,5-DIPS)(3) >> CU(II)(2)(acetyl-3,5-DIPS)(4) and 3,5-DIPS acid. Mn(II)(3,5-DIPS)(2) caused the most rapid rate of removal of tert-butylOO(.) as a result of the oxidation of Mn(II) to Mn(III) by tert-butylOO(.). A slower rate of removal of tert-butylOO(.) was observed for the abstraction of a hydrogen atom from the phenolic hydroxyl group of 3,5-DIPS ligands and subsequent addition of tert-butylOO, to the aromatic ring of the resultant phenoxyl radical. The reaction of tert-butylOO(.) with CU(II)(2)(3,5-DIPS)(4) and Fe(III)(3,5DIPS)(3) is due only to hydrogen atom abstraction from the ligand phenolic OH group by tert-butylOO(.). Introduction of ethylacetate, which is capable of forming a hydrogen bond with the phenolic OH of the ligand, diminished the anti-tert-butylOO(.) reactivity of Cu(II)(2)(3,5-DIPS)(4) and Fe(III)(3,5 -DIPS)(3), similar to its decrease of antioxidant reactivity of phenols, but increased the second-order rate constant for the removal of tert-butylOO(.) by Mn(II)(3,5-DIPS)2 due mainly to the oxidation of Mn(II) to Mn(III). It is concluded that removal of alkylperoxyl radicals by oxidizable Cu(I), Fe(II), and Mn(II) compounds may partially account for biological activity of their chelates. (C) 2002 Elsevier Science B.V. All rights reserved.
• Desseigne, Bulletin de la Societe Chimique de France, 1948, p. 68
  作者：Desseigne

  DOI：——

  日期：——
• Scandium and yttrium complexes of an hybrid phenoxy-amidopyridinate ligand. Use in ROP of racemic lactide
  作者：Jad El Haj Hassan、Vasily Radkov、Vincent Dorcet、Jean-François Carpentier、Evgueni Kirillov

  DOI：10.1016/j.jorganchem.2016.09.014

  日期：2016.11

  characterized by NMR spectroscopy and microanalysis. Upon crystallization, 1-Sc disproportionates to form the bis(ligand) complex 2-Sc which was isolated and characterized by X-ray crystallography. Complexes 1-Sc and 1-Y were used as initiators in the ring-opening polymerization (ROP) of racemic lactide, alone or in combination with iPrOH, to give atactic PLAs with controlled molecular weights.

  制备了新的多齿杂酚-氨基吡啶配体N Me2 NN Me2 C i Pr2 O} H 2（1-H 2），并将其与三烷基前体M（CH 2 SiMe 3）3（THF ）进行σ-键复分解反应。）2（M = Sc，Y）。这些反应干净地提供了相应的烷基络合物N Me2 NN Me2 C iPr2 O} M（CH 2 SiMe 3）（THF）（M = Sc（1-Sc），Y（1-Y）），通过NMR光谱和显微分析对其进行表征。结晶后，1-Sc歧化形成双（配体）复合物2-Sc，将其分离并通过X射线晶体学表征。配合物1-Sc和1-Y单独或与i PrOH一起用作外消旋丙交酯的开环聚合（ROP）的引发剂，可得到分子量受控的无规立构PLA。