i-propyl 4-dimethylaminobenzoate | 95543-55-8

• 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: i-propyl 4-dimethylaminobenzoate
• 英文别名: i-propyl 4-(dimethylamino)-benzoate；Benzoic acid, 4-(dimethylamino)-, 1-methylethyl ester；propan-2-yl 4-(dimethylamino)benzoate
• CAS: 95543-55-8
• 化学式: C₁₂H₁₇NO₂
• mdl: MFCD20760876
• 分子量: 207.272
• InChiKey: IOSRWPYCWDASDC-UHFFFAOYSA-N

物化性质

• 熔点：
  52 °C
• 沸点：
  306.3±25.0 °C(Predicted)
• 密度：
  1.043±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  i-propyl 4-dimethylaminobenzoate 在 lithium chloride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-phenylbenzoic acid isopropyl ester
  参考文献：
  名称：

  通过铵盐的C-N键裂解，有机锌介导的直接C-C键形成。

  摘要：

  我们报告了在LiCl存在下，通过CN键断裂，二芳基锌（Ar 2 Zn）与芳基三甲基铵盐（ArNMe 3 + ⋅ - OTf）之间的直接交叉偶联反应。在THF中加热时，无需任何外部催化剂，反应即可平稳进行，从而可以高效，化学选择性地形成联芳基产物。机理研究表明，该反应通过单个电子转移途径进行。

  DOI：

  10.1002/asia.201701132
• 作为产物：
  描述：

  4-二甲氨基苯甲酸乙酯 、 异丙醇 在 [Cp(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Ru(pyridine)₂][PF₆] 、 potassium tert-butylate 作用下， 反应 0.33h， 生成 i-propyl 4-dimethylaminobenzoate
  参考文献：
  名称：

  N-杂环卡宾负载的钌半三明治络合物催化的腈，烯烃和N-杂环的转移加氢

  摘要：

  In the presence of KOBut, N-heterocyclic carbene-supported half-sandwich complex [Cp(IPr)Ru(pyr)(2)][PF6] (3) (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2ylidene) catalyzes transfer hydrogenation (TH) of nitriles, activated N-heterocycles, olefins, and conjugated olefins in isopropanol at the catalyst loading of 0.5%. The TH of nitriles leads to imines, produced as a result of coupling of the initially formed amines with acetone (produced from isopropanol), and showed good chemoselectivity. Reduction of N-heterocycles occurs for activated polycyclic substrates (e.g., quinoline) and takes place exclusively in the heterocycle. The TH also works well for linear and cyclic olefins but fails for trisubstituted substrates. However, the C=C bond of alpha,beta-unsaturated esters, amides, and acids is easily reduced even for trisubstituted species, such as isovaleriates. Mechanistic studies suggest that the active species in these catalytic reactions is the trihydride Cp(IPr)RuH3 (5), which can catalyze these reactions in the absence of any base. Kinetic studies are consistent with a classical inner sphere hydride-based mechanism of TH.

  DOI：

  10.1021/acs.organomet.5b00967

文献信息

• Addition Reactions and Redox Esterifications of Carbonyl Compounds by <i>N</i>-Heterocyclic Carbenes of Indazole
  作者：Andreas Schmidt、Tobias Habeck、Bohdan Snovydovych、Wolfgang Eisfeld

  DOI：10.1021/ol0713739

  日期：2007.8.1

  When the reaction is conducted with aromatic aldehydes in alcohols, redox esterifications to benzoates are observed. Model reactions such as redox esterifications of aromatic aldehydes with sodium alcoholates in the presence of 1,2-dimethylindazolium salt and oxidations of sodium benzylates by 1,2-dimethylindazolium salt to aldehydes lend support to a Cannizzaro-type mechanism of this reaction.

  热脱羧将1，2-二甲基吲哚-3-羧酸盐转化为吲唑-3-亚烷基，后者与酮原位反应形成稳定的1：1加合物。当反应与醇中的芳族醛进行时，观察到氧化还原酯化为苯甲酸酯。模型反应，例如在1，2-二甲基吲哚鎓盐存在下用醇钠对芳族醛进行氧化还原酯化，以及1，2-二甲基吲哚鎓盐将苄基钠氧化成醛，为该反应的Cannizzaro型机理提供了支持。
• USE OF ASCORBIC ACID DERIVATIVES FOR THE FUNCTIONALIZATION OF MATRICES
  申请人：Rudolph Thomas

  公开号：US20100167936A1

  公开（公告）日：2010-07-01

  The invention relates to the use of at least one ascorbic acid derivative for the functionalisation of matrices, and to specific ascorbic acid derivatives and processes for the preparation thereof.

  本发明涉及至少一种抗坏血酸衍生物的使用，用于基质的功能化，以及特定的抗坏血酸衍生物和其制备方法。
• Optical resin lens and production method for optical resin material
  申请人：Nakamura Kazuaki

  公开号：US20090189127A1

  公开（公告）日：2009-07-30

  An optical resin lens characterized in comprising a polymer prepared employing a production method including a process which polymerizes olefin employing titanium halide and a catalyst comprised of the organic aluminum represented by Formula R n AlX 3-n (wherein 1

  一种光学树脂镜片，其特点在于包括一种聚合物，其制备方法包括使用钛卤化物聚合烯烃的过程以及使用有机铝催化剂的过程，该有机铝催化剂由式RnAlX3-n表示（其中1
• Exhaustive Reduction of Esters, Carboxylic Acids and Carbamates to Methyl Groups Catalyzed by Boronic Acids
  作者：Xuewen Guo、Yujing Zuo、Gustavo A. Alvarez、Esteban Mejía

  DOI：10.1002/ejoc.202300904

  日期：2023.12.6

  The multi-step reduction of carboxy groups to methyl groups commonly used in organic synthesis is simplified by a new metal-free catalyst system. It uses boronic acids to catalyze the single-step reduction of esters, carboxylic acids and carbamates to methyl groups. High-yield, multifunctional product formation is achieved under mild conditions using ammonia borane as the hydrogen donor.

  新型无金属催化剂体系简化了有机合成中常用的羧基到甲基的多步还原。它使用硼酸催化酯、羧酸和氨基甲酸酯一步还原为甲基。使用氨硼烷作为氢供体在温和条件下实现高产率、多功能产物的形成。
• Photopolymerizable composition
  申请人：Mitsubishi Chemical Corporation

  公开号：EP0619520A1

  公开（公告）日：1994-10-12

  A photopolymerizable composition comprising at least an addition polymerizable compound and a photopolymerization initiator system, wherein the addition polymerizable compound has at least one ethylenically unsaturated double bond, and the photopolymerization initiator system comprises (a) a sensitizer of the following formula (I): wherein each of R¹ to R⁶ is a hydrogen atom, a halogen atom, an alkyl group, an aryl group, an aralkyl group, an acyl group, an alkoxycarbonyl group, a substituted or unsubstituted hydrocarbon ring residue, a substituted or unsubstituted heterocyclic residue, or -SO₃-R⁸, wherein R⁸ is a hydrogen atom, an alkyl group, an aryl group, an aralkyl group, an alkali metal atom or a quaternary ammonium group, R⁷ is a hydrogen atom, an alkyl group, an aryl group, an aralkyl group, a substituted or unsubstituted hydrocarbon ring residue, or a substituted or unsubstituted heterocyclic residue, each of X¹ and X² is a halogen atom, an alkyl group, an aryl group, an aralkyl group, a substituted or unsubstituted hydrocarbon ring residue, or a substituted or unsubstituted heterocyclic group, and (b) a titanocene compound capable of generating radicals when irradiated in the presence of the sensitizer.

  一种可光聚合的组合物，至少包括一种可加成聚合的化合物和一种光聚合引发剂体系，其中可加成聚合的化合物具有至少一个乙烯基不饱和双键，光聚合引发剂体系包括 (a) 下式 (I) 的敏化剂： 其中 R¹ 至 R⁶ 各为氢原子、卤素原子、烷基、芳基、芳烷基、酰基、烷氧羰基、取代或未取代的烃环残基、取代或未取代的杂环残基，或 -SO₃-R⁸，其中 R⁸ 是氢原子、烷基、芳基、芳烷基、碱金属原子或季铵基，R⁷ 是氢原子、烷基、芳基、芳烷基、芳烷基、酰基、烷氧羰基、取代或未取代的烃环残基、取代或未取代的杂环残基，或 -SO₃-R⁸、X¹和 X² 各为卤素原子、烷基、芳基、芳烷基、取代或未取代的烃环残基或取代或未取代的杂环残基，以及 (b) 在敏化剂存在下照射时能够产生自由基的二茂钛化合物。