叠氮乙酸乙酯

叠氮乙酸乙酯
识别
CAS号	637-81-0
PubChem	69480
SMILES	CCOC(=O)CN=[N+]=[N-];
InChI	1S/C4H7N3O2/c1-2-9-4(8)3-6-7-5/h2-3H2,1H3;
InChIKey	HVJJYOAPXBPQQV-UHFFFAOYSA-N
性质
化学式	C4H7N3O2
摩尔质量	129.12 g·mol−1
密度	1.1181 g·cm-3（25 °C）
沸点	74—75 °C（347—348 K）（23 mmHg）; 164 °C（437 K）（760 mmHg）
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

叠氮乙酸乙酯是一种有机化合物，化学式为C₄H₇N₃O₂。它可以溴乙酸乙酯和叠氮化钠为原料反应制得。^[1]它和苯乙炔在催化下反应，可以得到4-苯基-1H-1,2,3-三唑-1-乙酸乙酯；^[3]它和乙酰腈加压反应，可以得到5-乙酰基-1H-四唑-1-乙酸乙酯。^[4]它在50%甲醇水溶液中用氢氧化锂水解，再酸化后可以得到叠氮乙酸。^[5]

参考文献[编辑]

^ ^1.0 ^1.1 ^1.2 Huber, W. Frederick. Mono-α-aminoacyl and Mono-α-dipeptide Triglycerides. Journal of the American Chemical Society (American Chemical Society (ACS)). 1955, 77 (1): 112–116. ISSN 0002-7863. doi:10.1021/ja01606a036.
^ Swetha, M.; Ramana, P. Venkata; Shirodkar, S. G. Simple and Efficient Method for the Synthesis of Azides in Water-THF Solvent System. Organic Preparations and Procedures International (Informa UK Limited). 2011, 43 (4): 348–353. ISSN 0030-4948. doi:10.1080/00304948.2011.594002.
^ Díaz Velázquez, Heriberto; Ruiz García, Yara; Vandichel, Matthias; Madder, Annemieke; Verpoort, Francis. Water-soluble NHC-Cu catalysts: applications in click chemistry, bioconjugation and mechanistic analysis. Org. Biomol. Chem. (Royal Society of Chemistry (RSC)). 2014, 12 (46): 9350–9356. ISSN 1477-0520. doi:10.1039/c4ob01350f.
^ Zavarzin, I. V.; Zhulin, V. M.; Yarovenko, V. N.; Krayushkin, M. M. Synthesis of 5-acyltetrazoles under high pressure（俄文）. Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya,1988. (5): 1168-1170
^ Valverde, Ibai E.; Bauman, Andreas; Kluba, Christiane A.; Vomstein, Sandra; Walter, Martin A.; Mindt, Thomas L. 1,2,3‐Triazoles as Amide Bond Mimics: Triazole Scan Yields Protease‐Resistant Peptidomimetics for Tumor Targeting. Angewandte Chemie International Edition (Wiley). 2013-07-05, 52 (34): 8957–8960. ISSN 1433-7851. doi:10.1002/anie.201303108.

[jacs-1] 1.0 ^1.1 ^1.2 Huber, W. Frederick. Mono-α-aminoacyl and Mono-α-dipeptide Triglycerides. Journal of the American Chemical Society (American Chemical Society (ACS)). 1955, 77 (1): 112–116. ISSN 0002-7863. doi:10.1021/ja01606a036.

[2] Swetha, M.; Ramana, P. Venkata; Shirodkar, S. G. Simple and Efficient Method for the Synthesis of Azides in Water-THF Solvent System. Organic Preparations and Procedures International (Informa UK Limited). 2011, 43 (4): 348–353. ISSN 0030-4948. doi:10.1080/00304948.2011.594002.

[3] Díaz Velázquez, Heriberto; Ruiz García, Yara; Vandichel, Matthias; Madder, Annemieke; Verpoort, Francis. Water-soluble NHC-Cu catalysts: applications in click chemistry, bioconjugation and mechanistic analysis. Org. Biomol. Chem. (Royal Society of Chemistry (RSC)). 2014, 12 (46): 9350–9356. ISSN 1477-0520. doi:10.1039/c4ob01350f.

[4] Zavarzin, I. V.; Zhulin, V. M.; Yarovenko, V. N.; Krayushkin, M. M. Synthesis of 5-acyltetrazoles under high pressure（俄文）. Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya,1988. (5): 1168-1170

[5] Valverde, Ibai E.; Bauman, Andreas; Kluba, Christiane A.; Vomstein, Sandra; Walter, Martin A.; Mindt, Thomas L. 1,2,3‐Triazoles as Amide Bond Mimics: Triazole Scan Yields Protease‐Resistant Peptidomimetics for Tumor Targeting. Angewandte Chemie International Edition (Wiley). 2013-07-05, 52 (34): 8957–8960. ISSN 1433-7851. doi:10.1002/anie.201303108.

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