2-carboxyanilinium p-toluenesulfonate | 75057-26-0

• 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-carboxyanilinium p-toluenesulfonate
• 英文别名: anthranilic acid ; toluene-4-sulfonate；Anthranilsaeure; Toluol-4-sulfonat；(2-Carboxyphenyl)azanium;4-methylbenzenesulfonate
• CAS: 75057-26-0
• 化学式: C₇H₇NO₂*C₇H₈O₃S
• 分子量: 309.343
• InChiKey: LMAJFSHCTWPWNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  邻氨基苯甲酸 、 对甲苯磺酸 以 甲醇 为溶剂， 反应 0.25h， 以80.82%的产率得到2-carboxyanilinium p-toluenesulfonate
  参考文献：
  名称：

  来自 2-氨基苯甲酸、3-氨基苯甲酸、4-氨基苯甲酸和酸性组分的六种氢键 3D 超分子盐的单晶和分子结构

  摘要：

  摘要 将常用的2-氨基苯甲酸/3-氨基苯甲酸/4-氨基苯甲酸与一系列有机酸进行共结晶实验，共得到6种无水分子盐。随后通过 IR、EA 和 XRD 分析技术对这些盐的结构进行了表征，并且还报告了所有盐的熔点。在这六种盐中，当有机酸去质子化时，氨基苯甲酸的 NH2 被质子化，晶体堆积被解释为来自 NH3+ 和去质子化酸性基团的强 NH⋯O 氢键。除了NH⋯O 氢键外，在1-6 处也发现了OH⋯O 氢键。芳基磺酸盐表现出NH⋯S H键，盐4具有额外的OH⋯S H键。在这些结构中产生了同源或异源超分子合成子或两者，使得 R12(3)、R12(5), R12(7), R21(6), R22(4), R22(5), R22(8), R22(12), R22(16), R23(6), R32(7), R32(9), R33(8), R33(9), R33(10), R42(8), R42(18), R42(14)

  DOI：

  10.1016/j.molstruc.2018.10.080

文献信息

• Hamed, A. A.; El-Bieh, A. A.; Baddawy, H. A., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 3, p. 221 - 223
  作者：Hamed, A. A.、El-Bieh, A. A.、Baddawy, H. A.、Metwally, R. N.

  DOI：——

  日期：——
• Experimental and Computational Studies on the 1:1 Complex of Anthranilic Acid with <i>P</i>-Toluenesulfonic Acid
  作者：İbrahim Şen、Cem Burak Yildiz、Hulya Kara、Akın Azizoglu

  DOI：10.1080/10426507.2013.777724

  日期：2013.11.1

  The proton-transfer compound (3) was synthesized in good yields by the reaction of anthranilic acid with p-toluenesulfonic acid. It was characterized by elemental analysis, infrared spectroscopy, and X-ray single-crystal determination. The crystal structure analysis of 2-carboxyanilinium p-toulenesulfonate (3) has revealed a one-dimensional hydrogen-bonded network structure, involving the tosylate anion, the carboxyl group, and the ammonium group. The H(N)O distances range from 1.97 to 2.23 angstrom. The molecular geometry and vibrational frequencies of 3 were calculated using the ab-initio method (HF) with the 6-31G(d) and 6-31+G(d,p) basis sets. The computed results indicate that the optimized geometry reproduces the crystal structure well, and the assignments of fundamental vibrations also agree well with the theoretical frequencies. The intermolecular proton transfer process between the ionic (3) and nonionic (4) structures was also investigated with the theoretical computations. The nonionic form (4) is energetically more stable than the ionic form (3) and TS(34) by 9.76 and 7.01kcal/mol, respectively, including the zero-point vibrational energy correction at the HF/6-31+G(d,p) level. In addition, the atomic charges, the molecular electrostatic potentials, the nucleus-independent chemical shifts, and the frontier molecular orbitals of 3 were carried out at the HF/6-31+G(d,p) level of theory. Supplementary materials are available for this article. Go to the publisher's online edition ofPhosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional figures and tables
• HAMED A. A.; EL-BIEH A. A.; BADDAWY H. A.; METWALLY R. N., INDIAN J. CHEM., 1980, B 19, NO 3, 221-223
  作者：HAMED A. A.、 EL-BIEH A. A.、 BADDAWY H. A.、 METWALLY R. N.

  DOI：——

  日期：——