2-溴丁酸

2-溴丁酸
英文名	2-bromobutanoic acid; α-bromobutyric acid
别名	α-溴丁酸
识别
CAS号	80-58-0
性质
化学式	C4H7BrO2
摩尔质量	167.00 g·mol⁻¹
外观	黄色液体
密度	1.5671 g/cm3
熔点	−4 °C（269 K）
沸点	214—217 °C（487—490 K）（760 mmHg）
溶解性（水）	6.6 g/100 mL（20 °C）
危险性
主要危害	有毒、腐蚀性
相关物质
其他阴离子	2-氟丁酸、2-氯丁酸、; 2-碘丁酸
相关化学品	溴乙酸、2-溴丙酸、; 3-溴丁酸、4-溴丁酸
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

2-溴丁酸是一种有机溴化合物，化学式为CH₃CH₂CHBrCOOH。它可由NBS和正丁酸在四氯化碳中由AIBN催化回流反应得到，^[3]，其它以NBS为溴化剂方法也有报道，如在硫酸催化下以三氟乙酸为溶剂反应来制备。^[4]它可以和苯硫酚在氢氧化钠的乙醇溶液中反应，得到2-苯硫基丁酸钠。^[5]它和草酰氯反应，得到2-溴丁酰氯。^[6]

参考文献[编辑]

^ ^1.0 ^1.1 ^1.2 ^1.3 2-溴丁酸化学品安全技术说明书. AlfaAesar. [2019-5-22]
^ Gendrikov, E. P.; Zhudina, V. I.; Bogatskii, A. V.; Kolyankovskii, A. A.; Stepanova, O. S.; Krasnova, E. A. Haloformic reaction. I. Some new possibilities for using a haloformic reaction（俄文）. Zhurnal Organicheskoi Khimii, 1978. 14 (4): 725-729. ISSN: 0514-7492.
^ Lihui Jiao, Liwei Bu, Xinyi Ye, Xiaowei Zhao, Zhiyong Jiang. Catalytic Asymmetric Conjugate Addition and Sulfenylation of Diarylthiazolidin-2,4-diones. The Journal of Organic Chemistry. 2016-10-21, 81 (20): 9620–9629 [2019-05-22]. ISSN 0022-3263. doi:10.1021/acs.joc.6b01637. （原始内容存档于2019-08-21）（英语）.
^ Lian Hao Zhang, Jianxin Duan, Yuelian Xu, William R. Dolbier. A simple and efficient method of preparing α-bromo carboxylic acids. Tetrahedron Letters. 1998-12, 39 (52): 9621–9622 [2019-05-22]. doi:10.1016/S0040-4039(98)02204-7. （原始内容存档于2019-08-21）（英语）.
^ Kananat Naksomboon, Carolina Valderas, Melania Gómez-Martínez, Yolanda Álvarez-Casao, M. Ángeles Fernández-Ibáñez. S,O-Ligand-Promoted Palladium-Catalyzed C–H Functionalization Reactions of Nondirected Arenes. ACS Catalysis. 2017-09, 7 (9): 6342–6346 [2019-05-22]. ISSN 2155-5435. PMC 5617328 . PMID 28966841. doi:10.1021/acscatal.7b02356. （原始内容存档于2019-08-21）（英语）.
^ Kalisankar Bera, Nishikant S. Satam, Irishi N. N. Namboothiri. Enantioselective Synthesis of Quaternary α-Amino Acids via l - tert -Leucine-Derived Squaramide-Catalyzed Conjugate Addition of α-Nitrocarboxylates to Enones. The Journal of Organic Chemistry. 2016-07, 81 (13): 5670–5680 [2019-05-22]. ISSN 0022-3263. doi:10.1021/acs.joc.6b00543. （原始内容存档于2019-08-21）（英语）.

[MSDS-1] 1.0 ^1.1 ^1.2 ^1.3 2-溴丁酸化学品安全技术说明书. AlfaAesar. [2019-5-22]

[2] Gendrikov, E. P.; Zhudina, V. I.; Bogatskii, A. V.; Kolyankovskii, A. A.; Stepanova, O. S.; Krasnova, E. A. Haloformic reaction. I. Some new possibilities for using a haloformic reaction（俄文）. Zhurnal Organicheskoi Khimii, 1978. 14 (4): 725-729. ISSN: 0514-7492.

[3] Lihui Jiao, Liwei Bu, Xinyi Ye, Xiaowei Zhao, Zhiyong Jiang. Catalytic Asymmetric Conjugate Addition and Sulfenylation of Diarylthiazolidin-2,4-diones. The Journal of Organic Chemistry. 2016-10-21, 81 (20): 9620–9629 [2019-05-22]. ISSN 0022-3263. doi:10.1021/acs.joc.6b01637. （原始内容存档于2019-08-21）（英语）.

[4] Lian Hao Zhang, Jianxin Duan, Yuelian Xu, William R. Dolbier. A simple and efficient method of preparing α-bromo carboxylic acids. Tetrahedron Letters. 1998-12, 39 (52): 9621–9622 [2019-05-22]. doi:10.1016/S0040-4039(98)02204-7. （原始内容存档于2019-08-21）（英语）.

[5] Kananat Naksomboon, Carolina Valderas, Melania Gómez-Martínez, Yolanda Álvarez-Casao, M. Ángeles Fernández-Ibáñez. S,O-Ligand-Promoted Palladium-Catalyzed C–H Functionalization Reactions of Nondirected Arenes. ACS Catalysis. 2017-09, 7 (9): 6342–6346 [2019-05-22]. ISSN 2155-5435. PMC 5617328 . PMID 28966841. doi:10.1021/acscatal.7b02356. （原始内容存档于2019-08-21）（英语）.

[6] Kalisankar Bera, Nishikant S. Satam, Irishi N. N. Namboothiri. Enantioselective Synthesis of Quaternary α-Amino Acids via l - tert -Leucine-Derived Squaramide-Catalyzed Conjugate Addition of α-Nitrocarboxylates to Enones. The Journal of Organic Chemistry. 2016-07, 81 (13): 5670–5680 [2019-05-22]. ISSN 0022-3263. doi:10.1021/acs.joc.6b00543. （原始内容存档于2019-08-21）（英语）.

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