128-63-2 1,3,6,8-四溴芘

危险性质：非危险化学品

化学合成；材料科学。

化学合成；材料科学

合成路线 1（1. 合成：128-63-2）

产率：96% 合成条件：With bromine In nitrobenzene at 80 - 120℃; for 12 h; 实验步骤：在剧烈搅拌下，在80℃下将溴（8.75g，0.055mol）逐滴加入到芘（2.5g，12.3mmol）的硝基苯（50mL）溶液中[24]。 然后将混合物加热至120℃并保持12小时。 冷却至室温后，过滤混合物，用乙醇（100mL）洗涤，真空干燥，得到5（6.04g，96％），为浅绿色固体;熔点 > 300°C（m.p。> 300°C）[21]。 （实测值C，36.85; H，1.23.C16H6Br4（517.84）理论值：C，37.11; H，1.17％）。 该化合物在所有常见的有机溶剂中都非常不溶。 由于该化合物的溶解度有限，在CDCl 3中未获得1H NMR光谱。 参考文献：

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合成路线 2（2. 合成：128-63-2）

产率：77% 合成条件：With methanesulfonic acid In chloroform at 0 - 20℃; for 1 h; Inert atmosphere 实验步骤：加入500毫升三瓶，氮气保护，6.66克（0.01摩尔）式A-1代表的化合物，100毫升二氯仿，冷却至0-10℃，滴加5.8克（0.06摩尔）甲磺酸 在缓慢加入后，温度升至20℃。保持1小时，得到式（1）所示的1,3,6,8-四溴芘的反应溶液，反应混合物 含有式（1）1,3,6,8-四溴芘过滤器，得到粗1,3,6,8-四溴芘，洗涤粗产物，甲醇洗涤，得到3.99g 1,3,6,8- 四溴芘，收率77.0％。 参考文献：

• [1] Patent: CN108059582, 2018, A. Location in patent: Paragraph 0036-0038; 0059-0061

合成路线 3（3. 合成：128-63-2）

产率：75.1% 合成条件：With methanesulfonic acid In dichloromethane at 0 - 20℃; for 1 h; Inert atmosphere 实验步骤：加入500ml三瓶，氮气保护，5.82g（0.01mol）式A-2化合物，100ml二氯甲烷，冷却至0-10℃，在0℃下滴加5.8g（0.06mol）甲磺酸 缓慢加入后，温度升至20℃。保持1小时，得到式（1）所示的1,3,6,8-四溴芘的反应溶液，该反应混合物含有 式（1）1,3,6,8-四溴芘过滤器，得到粗1,3,6,8-四溴芘，洗涤粗产物，甲醇洗涤，得到3.89g 1,3,6,8-四溴蒽醌 .Yield 75.1％。 参考文献：

• [1] Patent: CN108059582, 2018, A. Location in patent: Paragraph 0065-0067; 0079-0081