tetraethylammonium 4-nitrophenolate | 3774-76-3

• 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: tetraethylammonium 4-nitrophenolate
• 英文别名: 4-nitrophenolate;tetraethylazanium
• CAS: 3774-76-3
• 化学式: C₆H₄NO₃*C₈H₂₀N
• 分子量: 268.356
• InChiKey: WYZFMFNSBGDKOY-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  68.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tetraethylammonium 4-nitrophenolate 在 sodium azide 、 间氯过氧苯甲酸 、 zinc(II) sulfate 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 83.0h， 生成 (1α,2α,3β,4α,6α)-4-Azido-2-(4-nitrophenoxy)-7-oxabicyclo<4.1.0>heptan-3-ol
  参考文献：
  名称：

  Kuehlmeyer, Rainer; Keller, Reinhold; Schwesinger, Reinhard, Chemische Berichte, 1984, vol. 117, # 5, p. 1765 - 1800

  摘要：

  DOI：
• 作为产物：
  描述：

  四乙基氢氧化铵 、 disodium (4-nitrophenyl)phosphate 在 水 作用下， 以 乙腈 为溶剂， 生成 tetraethylammonium 4-nitrophenolate
  参考文献：
  名称：

  Etude cinetique de l'hydrolyse du paranitrophenylphosphate dans l'acetonitrile faiblement aqueux. Processus dissociatif.

  摘要：

  DOI：

  10.1016/s0040-4039(00)98318-7

文献信息

• Oxyanion-catalyzed polymerization
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04588795A1

  公开（公告）日：1986-05-13

  This invention resides in a polymerization process which is catalyzed by an oxyanion which can form a conjugate acid having a pKa (DMSO) of about 5 to about 24.

  这项发明涉及一种聚合过程，该过程由一种氧阴离子催化，该氧阴离子能够形成具有pKa（DMSO）约5到约24的共轭酸。
• Savelova; Belousova; Simanenko, Russian Journal of Organic Chemistry, 1999, vol. 35, # 12, p. 1790 - 1796
  作者：Savelova、Belousova、Simanenko、Popov

  DOI：——

  日期：——
• Salt Effects on Proton Transfer from Nitrophenols to Amine or Pyridine Bases in Acetonitrile
  作者：Masashi Hojo、Hiroshi Hasegawa、Atsuko Mizobe、Yoshiki Ohkawa、Yasuno Miimi

  DOI：10.1021/j100045a020

  日期：1995.11

  The addition of MQO(4) (M(+) = Li+ and Na+) to 1.0 x 10(-4) mol dm(-3) 2,4-dinitrophenol and the equivalent concentration of gamma-picoline (4-methylpyridine) in acetonitrile caused a promoted proton transfer from the phenol to the base to the extent of 62 and 23% for 0.1 mol dm(-3) Li+ and Na+, respectively. Alkaline-earth metal perchlorates (M(ClO4)(2)) had larger effects even at low concentrations of M(2+), e.g., the proton-transfer ratio was 90% for 1.0 x 10(-2) mol dm(-3) Mg(ClO4)(2). The effects of M(2+) decreased with increasing size of the cation: Mg2+ > Ca2+ > Sr2+, Ba2+. With the addition of MClO(4) or M(ClO4)2, a higher proton transfer ratio was observed for 2,5-dinitrophenol + gamma-collidine than for 2,4-dinitrophenol + gamma-picoline. The salt effects of MClO(4) or M(ClO4)(2) on the acid-base reactions were accounted for by the formation of triple cations or complex species of M(+) or M(2+) With the phenolate ions (B represents base): (NO2)(2)PhOH-B + 2M(+) reversible arrow (NO2)(2)PhO(-)(M(+))(2) + BH+; (NO2)(2)PhOH-B + M(2+) reversible arrow (NO2)(2)PhO(-)M(2+) + BH+. The stronger the base, the greater the proton transfer (based on the addition of salts) from the phenols. The effects of LiClO4 on 2,4,6-trinitrophenol (picric acid) + 2-chloropyridine were very small; however, the effects on the proton transfer from 2- and 4-nitrophenol to triethylamine were very large. The extent of the proton transfer (based on the addition of LiClO4) from nitrophenols in the presence of appropriate bases was coincident with the order of the formation constants of ion aggregates (ion pairs and triple ions) for lithium nitrophenolates in acetonitrile: 2- '' 4-, 2,5- > 2,4- '' 2,4,6-. The ''free'' phenolate ions were produced by the addition of tetraalkylammonium halides (R(4)N(+)X(-): R = Et, n-Bu; X(-) = Cl-, Br-, I-) to the nitrophenols in the presence of bases in acetonitrile: (NO2)(n)PhOH-B + 2X(-) reversible arrow (NO2)(n)PhO(-) + BH+(X)(2). The presence of a base was not essential for the deprotonation of picric acid with R(4)NX.
• US4588795A
  申请人：——

  公开号：US4588795A

  公开（公告）日：1986-05-13
• Kuehlmeyer, Rainer; Keller, Reinhold; Schwesinger, Reinhard, Chemische Berichte, 1984, vol. 117, # 5, p. 1765 - 1800
  作者：Kuehlmeyer, Rainer、Keller, Reinhold、Schwesinger, Reinhard、Netscher, Thomas、Fritz, Hans、Prinzbach, Horst

  DOI：——

  日期：——