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这几种情况使用二氯甲烷作为溶剂可能会“砸”了反应!

发布来源:http://www.jinhao360.com    更新时间:2023-01-31 点击数:170

在有机合成中,有一个“宠儿”溶剂,那就是二氯甲烷,很多试剂在二氯甲烷中都有良好的溶解性,由于沸点较低,反应结束后后处理和旋蒸也比较方面。此外,它的性适中,也是一类很好的点板和柱层析的洗脱剂。
In organic synthesis, there is a "favorite" solvent, which is dichloromethane. Many reagents have good solubility in dichloromethane. Due to the low boiling point, the post-treatment and rotary evaporation after the reaction are also relatively good. In addition, it has moderate properties and is also a good kind of eluting agent for spot plate and column chromatography.
然而,正是由于它的讨喜性,很多合成人员都选择用它。导致它的一些负面影响报道的很少。所示的实验:
However, because of its pleasing nature, many synthesizers choose to use it. There are few reports about its negative effects. Experiments shown:
10%的吡啶二氯甲烷溶液,状态随着静置时间的变化,从外观可以看出,随着时间的不断推移,溶液体系里面会析出很多的固体。很明显,吡啶与二氯甲烷发生了反应。
The state of 10% pyridine dichloromethane solution changes with the standing time. From the appearance, it can be seen that with the passage of time, a lot of solid will be precipitated from the solution system. It is obvious that pyridine reacts with dichloromethane.
提出了反应的可能机理,由于吡啶氮杂原子具有孤对电子,使其具有亲核性,与二氯甲烷进行两次亲核取代反应,得到二吡啶甲烷盐酸盐。因此当你的反应涉及到吡啶底物时,请谨慎使用二氯甲烷作为溶剂。
The possible mechanism of the reaction is proposed. Because pyridine nitrogen heteroatom has solitary pair electrons, it has nucleophilicity. It undergoes two nucleophilic substitution reactions with dichloromethane to obtain dipyridine methane hydrochloride. Therefore, when your reaction involves pyridine substrate, please use dichloromethane as solvent carefully.
如果你做的反应或后处理涉及到叠氮化物,如叠氮化钠时,那么这个时候如果你是用了二氯甲烷,根据上面的机理会生成什么?危险性不言而喻,相信很多公司的培训都有讲过,叠氮化钠是禁止与多卤代烷烃接触的。
If your reaction or post-treatment involves azides, such as sodium azide, what will be generated according to the above mechanism if you use dichloromethane at this time? The danger is self-evident. I believe that many companies' safety training has said that sodium azide is prohibited from contacting with polyhalogenated alkanes.
当然除了氮原子作为亲核试剂会参与反应,氧,硫,膦等亲核性较强的杂原子都可能与二氯甲烷反应。大家在使用过程中需要充分考虑二氯基烷对我们反应和我们自己的带来的可能的负面影响。更多相关内容就来我们网站http://www.jinhao360.com咨询!
Of course, in addition to the nitrogen atom as a nucleophilic reagent that will participate in the reaction, oxygen, sulfur, phosphine and other heteroatoms with strong nucleophilicity may react with dichloromethane. You need to fully consider the possible negative impact of dichloroalkanes on our reaction and our own safety during use. Come to our website for more relevant content http://www.jinhao360.com consulting service

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