2-溴苯甲醚

2-溴苯甲醚
别名	邻溴茴香醚; 邻溴甲氧基苯
识别
CAS号	578-57-4
PubChem	11358
ChemSpider	13881329
SMILES	COC1=CC=CC=C1Br;
性质
化学式	C7H7BrO
摩尔质量	187.03 g·mol−1
外观	无色液体
熔点	2.5 °C（276 K）
沸点	216 °C（489 K）
危险性
	GHS危险性符号;
GHS提示词	警告
H-术语	H411
P-术语	P273, P391, P501
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

2-溴苯甲醚是一种有机溴化合物，化学式为C₇H₇BrO，属于溴代芳烃和芳香醚。

合成

由于苯甲醚的溴化反应的主产物是4-溴苯甲醚（英语：4-Bromoanisole）^[1]，一般选用其它方法制备2-溴苯甲醚，如2-溴苯酚和硫酸二甲酯的甲基化反应。^[2]2-甲氧基苯硼酸和NBS的反应^[3]和2-甲氧基苯甲酸和四丁基三溴化铵的反应^[4]也可以得到2-溴苯甲醚。

反应

2-溴苯甲醚和苯硼酸在钯催化剂的存在下发生偶联反应，可以得到2-甲氧基联苯。^[5]

参考文献

^ An-Hua Liu, Ran Ma, Meng Zhang, Liang-Nian He. In situ acidic carbon dioxide/water system for selective oxybromination of electron-rich aromatics catalyzed by copper bromide. Catalysis Today. 2012-10, 194 (1): 38–43 [2020-11-27]. doi:10.1016/j.cattod.2012.05.012. （原始内容存档于2018-06-09）（英语）.
^ Ahmad R. Massah, Masumeh Mosharafian, Ahamad R. Momeni, Hamid Aliyan, H. Javaherian Naghash, Mohamad Adibnejad. Solvent‐Free Williamson Synthesis: An Efficient, Simple, and Convenient Method for Chemoselective Etherification of Phenols and Bisphenols. Synthetic Communications. 2007-06-01, 37 (11): 1807–1815 [2020-11-27]. ISSN 0039-7911. doi:10.1080/00397910701316268 （英语）.
^ Wen He, Rongli Zhang, Mingzhong Cai. A highly efficient heterogeneous copper-catalyzed chlorodeboronation of arylboronic acids leading to chlorinated arenes. RSC Advances. 2017, 7 (2): 764–770 [2020-11-27]. ISSN 2046-2069. doi:10.1039/C6RA25666J （英语）.
^ Jacob M. Quibell, Gregory J. P. Perry, Diego M. Cannas, Igor Larrosa. Transition-metal-free decarboxylative bromination of aromatic carboxylic acids. Chemical Science. 2018, 9 (15): 3860–3865 [2020-11-27]. ISSN 2041-6520. PMC 5935059  . PMID 29780518. doi:10.1039/C8SC01016A （英语）.
^ W. Sikorski, W. Zawartka, A.M. Trzeciak. PEPPSI-type complexes with small NHC ligands obtained according to the new method efficiently catalyzed Suzuki-Miyaura reaction. Journal of Organometallic Chemistry. 2018-07, 867: 323–332 [2020-11-27]. doi:10.1016/j.jorganchem.2018.01.033. （原始内容存档于2022-03-03）（英语）.

[1] An-Hua Liu, Ran Ma, Meng Zhang, Liang-Nian He. In situ acidic carbon dioxide/water system for selective oxybromination of electron-rich aromatics catalyzed by copper bromide. Catalysis Today. 2012-10, 194 (1): 38–43 [2020-11-27]. doi:10.1016/j.cattod.2012.05.012. （原始内容存档于2018-06-09）（英语）.

[2] Ahmad R. Massah, Masumeh Mosharafian, Ahamad R. Momeni, Hamid Aliyan, H. Javaherian Naghash, Mohamad Adibnejad. Solvent‐Free Williamson Synthesis: An Efficient, Simple, and Convenient Method for Chemoselective Etherification of Phenols and Bisphenols. Synthetic Communications. 2007-06-01, 37 (11): 1807–1815 [2020-11-27]. ISSN 0039-7911. doi:10.1080/00397910701316268 （英语）.

[3] Wen He, Rongli Zhang, Mingzhong Cai. A highly efficient heterogeneous copper-catalyzed chlorodeboronation of arylboronic acids leading to chlorinated arenes. RSC Advances. 2017, 7 (2): 764–770 [2020-11-27]. ISSN 2046-2069. doi:10.1039/C6RA25666J （英语）.

[4] Jacob M. Quibell, Gregory J. P. Perry, Diego M. Cannas, Igor Larrosa. Transition-metal-free decarboxylative bromination of aromatic carboxylic acids. Chemical Science. 2018, 9 (15): 3860–3865 [2020-11-27]. ISSN 2041-6520. PMC 5935059  . PMID 29780518. doi:10.1039/C8SC01016A （英语）.

[5] W. Sikorski, W. Zawartka, A.M. Trzeciak. PEPPSI-type complexes with small NHC ligands obtained according to the new method efficiently catalyzed Suzuki-Miyaura reaction. Journal of Organometallic Chemistry. 2018-07, 867: 323–332 [2020-11-27]. doi:10.1016/j.jorganchem.2018.01.033. （原始内容存档于2022-03-03）（英语）.

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2-溴苯甲醚

别名	邻溴茴香醚邻溴甲氧基苯
识别
CAS号	578-57-4 ^Y
PubChem	11358
ChemSpider	13881329
SMILES	COC1=CC=CC=C1Br
性质
化学式	C₇H₇BrO
摩尔质量	187.03 g·mol⁻¹
外观	无色液体
熔点	2.5 °C（276 K）
沸点	216 °C（489 K）
危险性
GHS危险性符号
GHS提示词	警告
H-术语	H411
P-术语	P273, P391, P501
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。