4-{5-[(2-Bromo-benz-yl)sulfan-yl]-1H-tetra-zol-1-yl}benzoic acid
Ana C Mafud1, Yvonne P Mascarenhas, Alessandro S Nascimento
1Instituto de Física de São Carlos, Av. do Trab. Sãocarlense, 400, São Carlos, SP, Brazil.
Abstract:
In the title compound, C15H11BrN4O2S, the tetra-zole ring makes dihedral angles of 45.97 (10) and 75.41 (1)°, respectively, with the benzoyl and bromo-benzene rings while the dihedral angle between the benzene rings is 73.77 (1)°. In the crystal, mol-ecules are linked through O-H⋯ N and C-H⋯ O hydrogen bonds, giving infinite chains in both the [110] and [1-10] directions. These chains are further connected by C-Br⋯π and C-O⋯π inter-actions and also by π-π stacking between tetra-zole rings [centroid-centroid distance = 3.312 (1) Å], generating a three-dimensional network.
Related Concept Videos
NMR Spectroscopy of Benzene Derivatives
Electrophilic Aromatic Substitution: Sulfonation of Benzene
Nomenclature of Aromatic Compounds with a Single Substituent
Nomenclature of Aromatic Compounds with Multiple Substituents
For disubstituted benzene derivatives, with two groups attached to the benzene ring, three constitutional isomers are possible. For example, consider dimethyl benzene, often called xylene, where the second methyl group can be substituted at the second, third, or fourth carbon. The relative position of the substituents is represented by prefixes ortho, meta, or...
Reactions at the Benzylic Position: Halogenation
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene


