Cloração do anisol, tolueno e nitrobenzeno com ácido tricloroisocianúrico (ATCI): aspectos computacionais sobre a reatividade e regiosseletividade

Química Nova

Mário L. A. A. Vasconcellos¹  Cláudio G. Lima Junior¹ 

[1] ,Universidade Federal da Paraíba Departamento de Química João Pessoa PB ,Brasil

关键词: undergraduate organic chemistry teaching;    chlorination of the aromatic compounds;    computer education;   

DOI  :  10.1590/S0100-40422009000100041

来源: SciELO

【 摘 要 】

We present in this educational article a theoretical analysis based on DFT/B3LYP 6-311++G (d,p) and ab initio MP2/6-311++G(d,p) computational calculation about the reactivity and the regioselectivity on the chlorination reaction of anisole, toluene and nitrobenzene, using trichloroisocyanuric acid (TICA) as donor of Cl+. The H.O.M.O. / L.U.M.O. energy and N.B.O. atomic charges of various aromatic systems were calculated in ab initio level. The energies of the reagents and intermediaries were calculated using D.F.T.. These results have been presented as a quantitative example for the S E A mechanism, in the undergraduate organic chemistry disciplines.

【 授权许可】

CC BY-NC   
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