1,3-二甲基-1,2,4-三唑 | 16778-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1,3-二甲基-1,2,4-三唑
• 英文名称: 1,3-dimethyl-1H-1,2,4-triazole
• 英文别名: 1,3-dimethyl-1H-[1,2,4]triazole；1,3-Dimethyl-1,2,4-triazol；1,3-dimethyl-s-triazol；1,3-Dimethyl-triazol；1,3-Dimethyl-1,2,4-triazole
• CAS: 16778-76-0
• 化学式: C₄H₇N₃
• 分子量: 97.1197
• InChiKey: ONIFNICATWBCHW-UHFFFAOYSA-N

物化性质

• 沸点：
  205.9±23.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4,6-三甲基苯磺酰羟胺 、 1,3-二甲基-1,2,4-三唑 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 4-amino-1-methyl-1H-1,2,4-triazol-4-ium 2,4,6-trimethylbenzene-1-sulfonate
  参考文献：
  名称：

  Phenylcarbamoylation of N-Acetyl-1,2,4-triazolium-4-aminides Revisited

  摘要：

  The reaction of N-acetyl-1,2,4-triazolium-4-aminides (I, i.e. 1Aa-d) with phenyl isocyanate affords ring functionalized products (4a-d) rather than linear adducts (II). Analogous compounds are obtained from the triazolium-1-aminide (1Ae) and the imidazolium congener (W). Twofold carbamoylation to give products of type (8) occurs on reaction of aminotriazolium salts (7A) in the presence of base. Azoliums having methyl at C(5)/(2) are inert throughout (B series).

  DOI：

  10.3987/com-06-10836

文献信息

• An Extremely Electron Poor Cationic Triazoliumylidene N-Heterocyclic Carbene: Experimental and Computational Studies
  作者：Torsten Hölzel、Maximilian Otto、Hannes Buhl、Christian Ganter

  DOI：10.1021/acs.organomet.7b00670

  日期：2017.11.27

  the long-known cationic 1,2,4-triazoliumylidene 3a have been determined. The 77Se NMR chemical shift of its Se adduct 9 (δ = 138 ppm) indicates that 3a is only moderately π-acidic. M(CO)2Cl complexes of 3a (M = Rh, Ir) allowed the IR spectroscopic determination of a TEP value of 2073 cm–1, the highest value known to date for a N-heterocyclic carbene (NHC). The properties of cationic 3a were compared

  已经确定了众所周知的阳离​​子1,2,4-三唑鎓亚烷基3a的电子性质。硒加合物9的77 Se NMR化学位移（δ= 138 ppm）表明3a只是中等π酸性。M（CO）2 Cl配合物3a（M = Rh，Ir）使红外光谱法测定的TEP值为2073 cm –1，这是迄今为止N杂环卡宾（NHC）已知的最高值。将阳离子3a的性能与相关的中性三唑基亚砜5的性能进行了比较，已准备好进行比较。密度泛函理论计算支持了实验结果。总体而言，必须将阳离子卡宾3a视为非常差的σ供体。然而，3a能够形成di-（19）甚至三阳离子双-NHC络合物（20和21）。
• Phenylcarbamoylation of N-Acetyl-1,2,4-triazolium-4-aminides Revisited
  作者：Dietrich Moderhack、Matthias Noreiks

  DOI：10.3987/com-06-10836

  日期：——

  The reaction of N-acetyl-1,2,4-triazolium-4-aminides (I, i.e. 1Aa-d) with phenyl isocyanate affords ring functionalized products (4a-d) rather than linear adducts (II). Analogous compounds are obtained from the triazolium-1-aminide (1Ae) and the imidazolium congener (W). Twofold carbamoylation to give products of type (8) occurs on reaction of aminotriazolium salts (7A) in the presence of base. Azoliums having methyl at C(5)/(2) are inert throughout (B series).