Ethyl 4-(dimethylamino)benzoate

Molecules of the title compound, C11H15NO2, are essentially planar (r.m.s. deviation = 0.035 Å) and are linked into a chain along the a axis by weak C—H⋯O hydrogen bonds.


Related literature
Benzoic acid and its derivatives are good inhibitors of influenza viruses, see: Luo et al. (1995). For the use of benzoic acid derivatives such as 4-aminobenzoic acid as bifunctional organic ligands due to the variety of their coordination modes, see: Amiraslanov et al. (1979); Chen & Chen (2002); Hauptmann et al. (2000). For the use of the title compound as a part of a self-curing two-part system comprising degradable copolymers with applications in medicine and dentistry as root-canal sealants, root-canal filling materials, dental restorative materials, implant materials, bone cements and pulp-capping materials, see: Jia & Jin (2004 Table 1 Hydrogen-bond geometry (Å , ).
such as 4-aminobenzoic acid have been extensively reported in coordination chemistry as bifunctional organic ligands due to the varieties of their coordination modes (Chen & Chen, 2002;Amiraslanov et al., 1979;Hauptmann et al., 2000). The title compound, a tertiary amine, is used as a part of self-curing two part system for dental/ medical compositions comprising degradable copolymers which are suitable for use as root canal sealants, root canal filling materials, dental restorative materials, implant materials, bone cements and pulp capping materials (Jia et al., 2004).
The molecule of the title compound, C 11 H 15 N O 2 , is essentially planar (r.m.s. deviation 0.035 Å). The molecules are linked into a chain along the a axis by weak C-H···O hydrogen bonds.

Experimental
Ethyl 4-(dimethylamino)benzoate (EDMAB) obtained from Sigma-Aldrich, India, was dissolved in ethanol. The saturated solution was transferred to a crystallizer and covered by a perforated polyethylene sheet for controlled evaporation at room temperature. Colourless crystals were harvested, after five days Refinement H atoms were placed at calculated positions and allowed to ride on their carrier atoms, with C-H = 0.93-0.97 Å and U iso = 1.2U eq (C) for CH 2 and CH groups and U iso = 1.5U eq (C) for CH 3 group. Fig. 1

Special details
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.
Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.