4-Amino-2-chlorobenzoic acid

Abstract

The title compound, C7H6ClNO2, crystallizes with two roughly planar mol­ecules in the asymmetric unit (r.m.s. deviations = 0.073 and 0.074 Å). The amine H atoms of the two mol­ecules have opposite orientations. In the crystal, mol­ecules are linked into dimers by pairs of O—H⋯O hydrogen bonds, generating R 2 2(8) loops. N—H⋯N and N—H⋯Cl hydrogen bonds link the dimers into a three-dimensional network. The crystal studied was found to be a racemic twin.

Identification of Structural and Spectral Features of 2-Amino 4-Chlorobenzoic Acid and 4-Amino 2-Chlorobenzoic Acid: A Comparative Experimental and DFT Study

“…1a and b. Experimental crystal geometry for the title compounds has been reported by Farag et al [6] and Khan [7]. The geometrical parameters, such as bond length, bond angle and dihedral angles, are compared with the x-ray data of title compounds, shown in Table I.…”

“…The geometric parameters and vibrational wavenumbers of benzoic acid have been recorded in [1]. The crystal structure of 2-Amino-4-Chlorobenzoic acid (2A4ClBA) [6] and 4-Amino-2-Chlorobenzoic acid (4A2ClBA) [7] were published. A detailed structural analysis of 2-Amino-5-Chlorobenzoic acid was carried out by Karabacak and Çınar [8].…”