Linshang Chemical
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Trifluoromethyl Benzene Chlorine Reaction
Reaction of trifluoromethylbenzene with chlorine gas
Recently, the reaction of trifluoromethylbenzene with chlorine gas has been studied. Trifluoromethylbenzene has a unique structure, and its benzene ring is connected to trifluoromethyl, which has different properties. Chlorine, an active halogen elemental substance, has strong oxidizing properties.
When the two meet, the conditions are different, and the reaction path is also different. Under light or high temperature, chlorine molecules are energized, and chlorine atoms are homogenized into free radicals. The methyl group of trifluoromethylbenzene is affected by benzene ring and trifluoromethyl, and the hydrogen atom on it is active. The chlorine radical grabs the hydrogen of the methyl group to form hydrogen chloride and benzyl radical. The benzyl radical reacts with the chlorine molecule
If catalyzed by Lewis acids such as ferric chloride, the reaction mainly occurs in the benzene ring. The benzene ring has an electron cloud density and is an active checking point for electrophilic substitution reactions. Chlorine gas interacts with Lewis acid to generate electrophilic reagent chlorine cations. The chlorine cations attack the benzene ring and pass through the intermediate to form a substitution product, which mainly obtains a meta-substitution. Because trifluoromethyl is a meta-localization group, it has a strong electron-absorbing effect, which reduces the electron cloud density of the adjacent and para-site of the benzene ring, and the meta-site is relatively high, so the chlorine cations are easy to attack the meta-site.
This reaction is of great significance in organic synthesis. Trifluoromethyl benzyl chloride and its benzene ring substituents are important organic intermediates, which can be used in the preparation of many fine chemicals such as medicine, pesticides, materials, etc., and promote the development of organic chemistry.
Recently, the reaction of trifluoromethylbenzene with chlorine gas has been studied. Trifluoromethylbenzene has a unique structure, and its benzene ring is connected to trifluoromethyl, which has different properties. Chlorine, an active halogen elemental substance, has strong oxidizing properties.
When the two meet, the conditions are different, and the reaction path is also different. Under light or high temperature, chlorine molecules are energized, and chlorine atoms are homogenized into free radicals. The methyl group of trifluoromethylbenzene is affected by benzene ring and trifluoromethyl, and the hydrogen atom on it is active. The chlorine radical grabs the hydrogen of the methyl group to form hydrogen chloride and benzyl radical. The benzyl radical reacts with the chlorine molecule
If catalyzed by Lewis acids such as ferric chloride, the reaction mainly occurs in the benzene ring. The benzene ring has an electron cloud density and is an active checking point for electrophilic substitution reactions. Chlorine gas interacts with Lewis acid to generate electrophilic reagent chlorine cations. The chlorine cations attack the benzene ring and pass through the intermediate to form a substitution product, which mainly obtains a meta-substitution. Because trifluoromethyl is a meta-localization group, it has a strong electron-absorbing effect, which reduces the electron cloud density of the adjacent and para-site of the benzene ring, and the meta-site is relatively high, so the chlorine cations are easy to attack the meta-site.
This reaction is of great significance in organic synthesis. Trifluoromethyl benzyl chloride and its benzene ring substituents are important organic intermediates, which can be used in the preparation of many fine chemicals such as medicine, pesticides, materials, etc., and promote the development of organic chemistry.
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