Density functional theory study of the substituent effect on the structure, conformation and vibrational spectra in halosubstituted anilines was written by Haruna, Kabiru;Alenaizan, Asem A.;Al-Saadi, Abdulaziz A.. And the article was included in RSC Advances in 2016.COA of Formula: C6H5Br2N This article mentions the following:
A comparative d. functional theory (DFT) study exploring the structural and spectroscopic properties of the complete set of halosubstituted anilines with the halogens being F, Cl and Br was carried out. This study aims at understanding the effect of the type, number and positions of halogen substituents on the inversion barrier, geometrical properties and vibrational frequencies. The compounds were exclusively predicted to exist in the near-planar pyramidal form. While the order of stability is noted to be independent of the type of halogen substituents, the size of the inversion barrier is predicted to be sensitive to their number and positions, in accordance with former theor. and exptl. reports. The higher number of halogens leads to a more pronounced planarity character of the amino group. The deactivating nature of halogen atoms is believed to enhance the lone-pair electron delocalization in the order of bromo- > chloro- > fluoroanilines. An unusually strong electron delocalization nature is predicted to exist in the case of tetra- and penta-substituted haloanilines. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4COA of Formula: C6H5Br2N).
3,4-Dibromoaniline (cas: 615-55-4) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon鑱砨romine bond is electrophilic in nature. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.COA of Formula: C6H5Br2N
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary