二丙基吡啶-3,5-二羧酸酯 | 39891-44-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 二丙基吡啶-3,5-二羧酸酯
• 英文名称: pyridine-3,5-dicarboxylic acid dipropyl ester
• 英文别名: dipropyl 3,5-pyridinedicarboxylate；Dipropyl pyridine-3,5-dicarboxylate
• CAS: 39891-44-6
• 化学式: C₁₃H₁₇NO₄
• 分子量: 251.282
• InChiKey: ZNNKQZCHFVLTNK-UHFFFAOYSA-N

物化性质

• 熔点：
  41-43 °C
• 沸点：
  332.2±22.0 °C(Predicted)
• 密度：
  1.119±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  65.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  二丙基吡啶-3,5-二羧酸酯 、 碘甲烷 生成 methyl propyl pyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Electrochemical Reduction of Pyridine- and Benzene-Substituted n-Alkyl Esters and Thioic S-Esters in Acetonitrile

  摘要：

  Bulk controlled potential electrolysis experiments have been performed on a wide range of n-alkyl-substituted esters and thioic S-esters of pyridine and benzene in dry acetonitrile with tetraalkylammonium salts as the supporting electrolyte. In most cases, the bulk one-electron reduction of oxygen esters results in unstable or semistable radicals being formed that decompose via loss of the alkyl radical to leave the carboxylate anion in high yield (ca. 70-100%). Benzoate and dinicotinate esters are the exception to this where the final decomposition products are numerous and complicated. For the thioic S-esters, two types of decomposition mechanism have been identified as operating depending on the stability of their anion radicals. Thioic S-ester radical anions that are very unstable (lifetimes in the order of several milliseconds) decompose with loss of the thiolate ion to leave a neutral acyl radical that undergoes aromatic substitution reactions with other acyl radicals to form, among other products, gamma-lactones. Thioic S-esters radical anions that are stable for many minutes to hours ultimately decompose via reaction with molecular oxygen to form carboxylate anions.

  DOI：

  10.1021/jo961492u

文献信息

• ACTIVATOR COMPOSITIONS FOR CYANOACRYLATE ADHESIVES
  申请人：Loctite (R & D) Limited

  公开号：EP1280866A1

  公开（公告）日：2003-02-05
• US5939568A
  申请人：——

  公开号：US5939568A

  公开（公告）日：1999-08-17
• [EN] ACCELERATED CATALYSIS OF OLEFINIC EPOXIDATIONS<br/>[FR] CATALYSE ACCELEREE DES EPOXYDATIONS OLEFINIQUES
  申请人：——

  公开号：WO1998033786A1

  公开（公告）日：1998-08-06

  [EN] Rhenium-catalyzed epoxidation of olefinic substrates is accelerated by the use of accelerants having a nitrogenous aromatic heterocyclic structure. Use of the accelerants also enables the use of aqueous hydrogen peroxide as an oxidant. To achieve optimum acceleration, the accelerant should have a concentration within a range from 2.0 mole percent to 100 mole percent of the accelerant with respect to 1 mole of the olefinic substrate. Use of the accelerant also results in an increased yield with respect to the conversion of the olefinic substrate to epoxide product.
  [FR] L'invention se rapporte à l'époxydation de substrats oléfiniques catalysée par le rhénium, qui est accélérée par des accélérateurs à structure hétérocyclique aromatique azotée. En outre, le recours à des accélérateurs permet d'utiliser en tant qu'oxydant le peroxyde d'hydrogène aqueux. Afin d'obtenir une accélération optimale, il faut que la concentration de l'accélérateur soit comprise comprise entre 2,0 et 100 moles d'accélérateur pour cent moles de substrat oléfinique. Le recours à l'accélérateur permet également d'assurer un rendement plus élevé en matière de conversion du substrat oléfinique en produit époxyde.
• [EN] ACTIVATOR COMPOSITIONS FOR CYANOACRYLATE ADHESIVES<br/>[FR] COMPOSITIONS D'ACTIVATION DESTINEES AUX ADHESIFS A BASE DE CYANOACRYLATE
  申请人：LOCTITE R & D LTD

  公开号：WO2001085861A1

  公开（公告）日：2001-11-15

  An activator composition for the accelerated hardening of cyanoacrylate adhesives, wherein the activator comprises a member selected from the group consisting of: aromatic heterocyclic compounds having at least one N hetero atom in the ring(s) such as pyridines, quinolines and pyrimidines and substituted on the ring(s) with at least one electron - withdrawing group which decreases the base strength of the substituted compound compared to the corresponding unsubstituted compound, mixtures of any of the foregoing with each other, and/or with N,N-dimethyl-p-toluidine, and mixtures of any of the foregoing and/or N,N-dimethyl-p-toluidine with an organic compound containing the structural element, -N=C-S-S-, such as dibenzothiazyl disulfide. 6,6'dithiodinicotinic acid, 2,2'-dipyridyl disulfide, and bis(4-t-butyl-1-isopropyl-2-imidazolyl) disulfide. An activator composition may comprise a solution of one or more activators in a solvent mixture which comprises a volatile hydrocarbon and a cyclic ketone.
• Electrochemical Reduction of Pyridine- and Benzene-Substituted <i>n</i>-Alkyl Esters and Thioic <i>S</i>-Esters in Acetonitrile
  作者：Richard D. Webster、Alan M. Bond

  DOI：10.1021/jo961492u

  日期：1997.3.1

  Bulk controlled potential electrolysis experiments have been performed on a wide range of n-alkyl-substituted esters and thioic S-esters of pyridine and benzene in dry acetonitrile with tetraalkylammonium salts as the supporting electrolyte. In most cases, the bulk one-electron reduction of oxygen esters results in unstable or semistable radicals being formed that decompose via loss of the alkyl radical to leave the carboxylate anion in high yield (ca. 70-100%). Benzoate and dinicotinate esters are the exception to this where the final decomposition products are numerous and complicated. For the thioic S-esters, two types of decomposition mechanism have been identified as operating depending on the stability of their anion radicals. Thioic S-ester radical anions that are very unstable (lifetimes in the order of several milliseconds) decompose with loss of the thiolate ion to leave a neutral acyl radical that undergoes aromatic substitution reactions with other acyl radicals to form, among other products, gamma-lactones. Thioic S-esters radical anions that are stable for many minutes to hours ultimately decompose via reaction with molecular oxygen to form carboxylate anions.