质量水平
检测方案
98%
形式
solid
bp
184 °C (lit.)
mp
26-29 °C (lit.)
密度
1.39 g/mL at 25 °C (lit.)
SMILES字符串
Cc1ccc(Br)cc1
InChI
1S/C7H7Br/c1-6-2-4-7(8)5-3-6/h2-5H,1H3
InChI key
ZBTMRBYMKUEVEU-UHFFFAOYSA-N
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一般描述
4-溴甲苯是 对位取代的芳基溴。在CuI/K2CO3/phen体系的催化下，4-溴甲苯可与2,4-二甲基苯酚发生C-O偶联反应。据报道，配合物[Cu（phen）（1-（2,4-二甲基苯氧基）-4-甲基苯]]+、 {H[Cu(phen)(2,4-dimethylphenoxy)]}+ 和[Cu(2,4-dimethylphenoxy)2]-可作为原位电喷雾电离质谱（ESI-MS）分析反应的中间体。已有研究报道了使用乙酸钯（II）催化的4-溴甲苯与非荧光苯基硼酸（PBA）的Suzuki偶联反应。已有研究描述了在微结构连续反应器中钯催化的4-溴甲苯与哌啶的C-N交叉偶联反应。据报道，当存在原位生成的膦官能化N-杂环卡宾配体的钯配合物时，4-溴甲苯与苯乙烯会发生Heck反应。
应用
4-溴甲苯可用于通过Cu/Pd催化的脱羧交叉偶联反应而合成酮。
警示用语：
Warning
危险声明
危险分类
Acute Tox. 4 Inhalation - Aquatic Chronic 2
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
法规信息
危险化学品
Hong-Jie Chen et al.
Dalton transactions (Cambridge, England : 2003), 43(29), 11410-11417 (2014-06-18)
The C-O coupling reaction between 2,4-dimethylphenol and 4-bromotoluene catalyzed by the CuI/K2CO3/phen system can be inhibited by the radical scavenger cumene. Complexes [Cu(i)(phen)(1-(2,4-dimethylphenoxy)-4-methylbenzene)](+) (denoted as A), {H[Cu(i)(phen)(2,4-dimethylphenoxy)]}(+) and [Cu(i)(2,4-dimethylphenoxy)2](-) (denoted as B) were observed by in situ electrospray ionization mass
Triaryl phosphine-functionalized N-heterocyclic carbene ligands for Heck reaction.
Wang A-E, et al.
Tetrahedron, 61(1), 259-266 (2005)
Synthesis of ketones from alpha-oxocarboxylates and aryl bromides by Cu/Pd-catalyzed decarboxylative cross-coupling.
Lukas J Goossen et al.
Angewandte Chemie (International ed. in English), 47(16), 3043-3045 (2008-03-11)
Naoya Kishikawa et al.
Journal of chromatography. A, 1216(40), 6873-6876 (2009-09-01)
The fluorogenic derivatization method for aryl halide was developed for the first time. This method was based on the formation of fluorescent biphenyl structure by Suzuki coupling reaction between aryl halides and non-fluorescent phenylboronic acid (PBA). We measured the fluorescence
Successful application of microstructured continuous reactor in the palladium catalysed aromatic amination.
Mauger C, et al.
Journal of Organometallic Chemistry, 690(16), 3627-3629 (2005)
商品
Heck反应是烯烃与芳基或乙烯基卤化物（或三氟甲磺酸酯）之间的钯催化交叉偶联反应，用于生成取代的烯烃。
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