苯甲酰溴
化合物
苯甲酰溴是一种有机化合物,化学式为C7H5BrO,它是苯甲酸的酰溴衍生物。它可由苯甲醛和二溴三聚氰酸在二氯甲烷中反应制得。[2]苯甲醛和溴化亚砜[3]或N-溴代丁二酰亚胺[4]的反应,以及苯甲酰氟和三溴化硼的反应[5]都可制得苯甲酰溴。它和苯硫酚亚铊反应,可以得到硫代苯甲酸-S-苯酯;硒代底物的反应类似。[6]在乙酸钯催化下,它和苯基环氧乙烷反应,可以得到苯甲酸-β-溴苯乙酯。[7]
苯甲酰溴 | |
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识别 | |
CAS号 | 618-32-6 |
性质 | |
化学式 | C6H5C(O)Br |
摩尔质量 | 185.02 g·mol⁻¹ |
熔点 | −24 °C(249 K)[1] |
沸点 | 218.5 °C(491.6 K)[1] |
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。 |
参考文献
- ^ 1.0 1.1 "PhysProp" data were obtained from Syracuse Research Corporation of Syracuse, New York (US). Retrieved from SciFinder. [2021-09-21].
- ^ Young-Do Kwon, Minh Thanh La, Hee-Kwon Kim. Aerobic oxidative esterification and thioesterification of aldehydes using dibromoisocyanuric acid under mild conditions: no metal catalysts required. New Journal of Chemistry. 2018, 42 (13): 10833–10841 [2021-09-21]. ISSN 1144-0546. doi:10.1039/C8NJ01085D (英语).
- ^ S. D. Saraf. Reaction of Thionyl Bromide with Aromatic Aldehydes. Journal für Praktische Chemie. 1981, 323 (4): 673–676 [2021-09-21]. ISSN 0021-8383. doi:10.1002/prac.19813230421. (原始内容存档于2021-09-21) (德语).
- ^ Yak-Fa Cheung. N-bromosuccinimide: direct oxidation of aldehydes to acid bromides. Tetrahedron Letters. 1979-01, 20 (40): 3809–3810 [2021-09-21]. doi:10.1016/S0040-4039(01)95530-3. (原始内容存档于2018-06-10) (英语).
- ^ Yagupol'skii, L. M.; Kondratenko, N. V. Exchange of halogen atoms in trihalomethyl groups. Zhurnal Obshchei Khimii, 1967. 37 (8): 1770-1775. ISSN 0044-460X.
- ^ Michael R. Detty, Gary P. Wood. Substitution reactions of thallous thiophenoxide and thallous phenyl selenide with halogen-bearing substrates. The Journal of Organic Chemistry. 1980-01, 45 (1): 80–89 [2021-09-21]. ISSN 0022-3263. doi:10.1021/jo01289a018 (英语).
- ^ Jean Fotie, Brandy R. Adolph, Shreya V. Bhatt, Casey C. Grimm. Palladium(II) acetate catalyzed acylative cleavage of cyclic and acyclic ethers under neat conditions. Tetrahedron Letters. 2017-12, 58 (49): 4648–4651 [2021-09-21]. doi:10.1016/j.tetlet.2017.10.080. (原始内容存档于2018-07-01) (英语).