4-cyanopyridine*cyanoborane | 88503-44-0

• 英文名称: 4-cyanopyridine*cyanoborane
• 英文别名: 4-cyanopyridine-cyanoborane
• CAS: 88503-44-0
• 化学式: C₇H₆BN₃
• 分子量: 142.956
• InChiKey: PBXMLBZGHYHEJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  4-NCC5H4N*BH3 、 氰化汞 以 二乙二醇 为溶剂， 以53%的产率得到4-cyanopyridine*cyanoborane
  参考文献：
  名称：

  合成氰基氢硼酸盐和氰基硼烷配合物的新方法

  摘要：

  单氰基氢硼酸酯和二氰基氢硼酸酯和氰基硼烷配合物可以方便地通过用氰化汞（II）处理四氢硼酸酯和硼烷配合物来制备。

  DOI：

  10.1039/c39830001303

文献信息

• Synthesis and examination of amine-cyanocarboxyboranes, the boron analogues of α-cyanocarboxylic acids: X-ray structural study of the first lactam containing a boron atom in the lactam ring
  作者：Béla Győri、István Lázár、Zoltán Berente、Róbert Király、Attila Bényei

  DOI：10.1016/j.jorganchem.2004.06.066

  日期：2004.11

  The first representatives of chiral boron atom-containing amine-cyanomethoxycarbonyl boranes (A . BH(CN)COOMe) have been synthesized either from the corresponding amine-bromocyanomethoxycarbonylborane complexes with [BU4N]CN or from Me3N.BH(CN)COOMe and an amine in a base-exchange reaction. Acid hydrolyses of methyl esters generated the free acids (A.BH(CN)COOH), which are isoelectronic to the alpha-cyano carboxylic acids. Their pK(a) values and hydrolysis half-lives in acidic medium (that is rate of proton reduction) have been determined. Similarly to the alpha cyano carboxylic acids, the cyano group attached to the boron (in alpha position to the COOH group) increased the acid strength of carboxy boranes with 2.0-2.5 orders of magnitude. Independently from the type of the amine, pK(a) values of the amine-cyanocarboxyhoranes (6.34-5.82) decrease consistently with the increase of pK(b) values of the amines. Hydrolytic decomposition rate of the alkylamine complexes increases with increasing pKb values of the amines while the opposite was found for pyridine base complexes. When considering both types of the amines, hydrolysis half-lives of the complexes range over several orders of magnitude from 0.005 to 400 h. Based on these observations protonation of the amine nitrogen atom appears to be the rate determining step in the hydrolysis process. With loss of methanol, 2-NH2-py.BH(CN)COOMe transformed into a five membered lactam derivative. X-ray diffraction revealed that the pyridine ring is coplanar with the five membered lactam ring. In the crystal two molecules are connected in a head to tail arrangement by strong intermolecular H-bonds between N(2)-H and the carbonyl oxygen (01) with a donor and acceptor distance of 2.867(3) A. Three new cyanomethoxycarbonylborates having the composition of K[BHn(CN)(3-n)COOMe] (n = 1, 2) and K[B(OH)(CN)(2-) COOMe] have also been synthesized and their properties examined. (C) 2004 Elsevier B.V. All rights reserved.
• Synthesis and characterization of pseudohaloborane adducts of some heteroaromatic N-bases
  作者：Mrinal K. Das、Pradip K. Maiti

  DOI：10.1016/s0020-1693(00)80446-6

  日期：1990.6