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哌啶

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哌啶
IUPAC名
Piperidine
别名 六氢吡啶、氮杂环己烷
识别
CAS号 110-89-4  ✓
PubChem 8082
ChemSpider 7791
SMILES
InChI
ChEBI 18049
RTECS TM3500000
IUPHAR配体 5477
性质
化学式 C5H11N
摩尔质量 85.15 g·mol⁻¹
外观 无色液体
气味 恶臭
密度 0.862 g/ml (液)
熔点 −7 °C
沸点 106 °C
溶解性 混溶
pKa 11.24
黏度 1.573 cP, 25 °C
危险性
警示术语 R:R11, R23/24, R34
欧盟分类 可燃 (F)
有毒 (T)
NFPA 704
NFPA 704.svg
3
3
3
 
相关物质
相关化学品 吡啶四氢吡咯哌嗪
若非注明,所有数据均出自一般条件(25 ℃,100 kPa)下。

哌啶,又称六氢吡啶氮杂环己烷,是一个杂环化合物,分子式为(CH2)5NH。它是一个仲,可看作环己烷一个碳被替代后形成的化合物,即氮杂环己烷。室温下为无色发烟液体,有类似胡椒人类精液的刺激性气味,广泛应用在有机合成,尤其是药物合成中。亦可用于DNA测序

存在及生产

哌啶环存在于很多生物碱中,如奎宁胡椒碱。工业上,它由吡啶氢化制备,用二硫化钼作催化剂:[1]

Pyridine hydrogenation.png

-乙醇溶液也可将哌啶还原为吡啶。[2]

有机化学

哌啶是很常用的仲胺,用于将转化为烯胺[3]

哌啶与次氯酸钙反应生成氯代胺C5H10NCl,该化合物发生脱卤化氢反应得到环状的亚胺[4]

参见

参考资料

  1. ^ Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke “Amines, Aliphatic” Ullmann's Encyclopedia of Industrial Chemistry 2002 Wiley-VCH. doi:10.1002/14356007.a02_001
  2. ^ C. S. Marvel and W. A. Lazier (1941). "Benzoyl Piperidine". Org. Synth.; Coll. Vol. 1: 99. 
  3. ^ Vinayak V. Kane and Maitland Jones Jr (1990). "Spiro[5.7]trideca-1,4-dien-3-one". Org. Synth.; Coll. Vol. 7: 473. 
  4. ^ George P. Claxton, Lloyd Allen, and J. Martin Grisar (1988). "2,3,4,5-Tetrahydropyridine trimer". Org. Synth.; Coll. Vol. 6: 968. 
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哌啶
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