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吲唑

吲唑
IUPAC名
1H-indazole
英文名 Indazole
别名 1,2-二氮杂茚
识别
CAS号 271-44-3  checkY
PubChem 9221
ChemSpider 8866
SMILES
 
  • C1=CC=C2C(=C1)C=NN2
InChI
 
  • 1/C7H6N2/c1-2-4-7-6(3-1)5-8-9-7/h1-5H,(H,8,9)
InChIKey BAXOFTOLAUCFNW-UHFFFAOYAQ
ChEBI 36670
性质
化学式 C7H6N2
摩尔质量 118.14 g·mol⁻¹
熔点 147-149 °C
沸点 270 °C
pKa 13.86 (酸性)
1.25 (碱性)
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

吲唑(英语:Indazole),即1,2-二氮杂;苯并吡唑

性质

无色针状结晶,易溶于稀酸,溶于和热水。它的碱性比吡唑弱,但氮上的氢酸性较强。

制取

1、邻甲苯胺乙酰化,然后亚硝化生成亚硝胺,并在45~50°C下在苯中重排为偶氮乙酰氧基化合物 1-乙酰氧基-2-邻甲苯基二亚胺,最后发生环合、消除乙酸得到吲唑。

2、由邻氨基苯甲酸重氮化、还原、环合、氯化得到3-氯吲唑,然后将3-氯吲唑与红磷氢碘酸混合回流24小时,精制后得到吲唑。

用途

用于有机合成

参见

参考资料

  1. 吲唑;1,2-二氮杂茚. 化工引擎. [2009-09-19]. (原始内容存档于2019-04-03). 
  2. T. Eicher, S. Hauptmann 著,李润涛、葛泽梅、王欣 译. 杂环化学——结构、反应、合成与应用(The Chemistry of Heterocycles: Structures, Reactions, Synthesis and Applications) 第二版. 北京: 化学工业出版社. 2005年11月: 151–152. ISBN 7-5025-7960-5. 
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吲唑
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