99-81-0 2-溴-4'-硝基苯乙酮

中文名称: 2-溴-4'-硝基苯乙酮
英文名称: 2-Bromo-4'-nitroacetophenone
CAS号

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名称和标识

中文名: 2-溴-4'-硝基苯乙酮
英文名: 2-Bromo-4'-nitroacetophenone
CAS号: 99-81-0
分子式: C8H6BrNO3
分子量: 244.04
中文别名: α-溴代对硝基苯乙酮; A-溴代对硝基苯乙酮; 2-溴-4ˊ-硝基乙酰苯; 4-硝基苯甲酰甲基溴; 2-溴代对硝基苯乙酮; Alpha-溴代对硝基苯乙酮; ω-溴-4-硝基苯乙酮
英文别名: 4'-NITROPHENACYL BROMIDE; 4-NITROPHENACYL BROMIDE; ALPHA-BROMO-P-NITROACETOPHENONE; ALPHA-BROMO-4-NITROACETOPHENONE; A-BROMO-P-NITROACETOPHENONE; 2-BROMO-4'-NITROACENTOPHENONE; 2-bromo-1-(4-nitrophenyl)ethanone; ω-Bromo-4-nitroacetophenone; p-Nitro-α-bromoacetophenone; α-Bromo-4-nitroacetophenone; p-nitrophenacyl bromide; 4'-Nitro-2-bromoacetophenone; α-Bromo-p-nitroacetophenone; 2-Bromo-1-(4-nitrophenyl)ethan-1-one

物化属性

LogP: 1.95
LogS: -2.96
MLOGP: 1.06
PSA: 62.89 Å²
WLOGP: 2.17
XLogP3

安全信息

安全说明

危险性质：非危险化学品危险品属性：非危险品

生产及用途

用途与制备

化学合成，医药中间体。

医药; 有机合成

合成路线 1（1. 合成：99-81-0）

产率：77% 合成条件：at 40℃; for 6 h; Green chemistry 实验步骤：一般步骤：将卤代炔（0.5mmol），AgF（5mol％）和水（1当量）在TFA（1mL）中的混合物在40℃下搅拌6小时，然后蒸馏出TFA以再次使用。通过柱色谱分离残余物，得到纯样品。 参考文献：

[1] Tetrahedron Letters, 2014, vol. 55, # 7, p. 1373 - 1375 [2] Chinese Journal of Chemistry, 2016, vol. 34, # 12, p. 1251 - 1254 [3] Tetrahedron Letters, 2016, vol. 57, # 45, p. 4983 - 4986

合成路线 2（2. 合成：99-81-0）

产率：95% 合成条件：With ferric(III) bromide; silica gel In dichloromethane at 20℃; for 0.17 h; 实验步骤：一般步骤：向5mL圆底烧瓶中加入FeCl 3（0.25mmol），硅胶（100mg）和DCM（2mL）。然后缓慢注入含有α-重氮 - 酮（0.50mmol）的1mL二氯甲烷溶液。在室温下搅拌10分钟后，将反应混合物真空浓缩，并通过柱色谱法用10：1 PE / EA纯化，得到所需的α-卤代酮。 参考文献：

[1] Tetrahedron Letters, 2018, vol. 59, # 13, p. 1200 - 1203

合成路线 3（3. 合成：99-81-0）

产率：99% 合成条件：With copper(ll) bromide In ethyl acetate at 60 - 65℃; for 8 h; 实验步骤：2-1-1：α-溴-4-硝基苯乙酮的制备将5g（30.3mmol）4-硝基苯乙酮溶于150ml乙酸乙酯中，并向其中加入13.5g（60.6mmol）溴化铜（II），然后在反应完成后，将反应液冷却至室温，滤出反应过程中形成的盐。用碳酸氢钠饱和溶液洗涤滤液三次，反应完成后，将反应液冷却至室温。将该溶液用无水硫酸镁干燥，减压过滤，减压蒸馏，然后在约40℃下真空干燥，得到7.3g（产率：99％）所需化合物，然后直接进行后续反应。 .Mass（M +）：245.1 参考文献：

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