Abstract
Abstract Both the S enantiomer and the racemic (RS) forms of 2-(2-nitro-1-phenylethyl)-1,3-diphenyl-propane-1,3-dione (1) have been obtained from the same reaction media by fractional crystallization from toluene. First, the racemic compound, (R,S)-1, was precipitated (mp. 159.7 °C), then, from the filtrate, (S)-1 (mp. 135.6 °C) was crystallized. The absolute configuration (S) and crystal structure of (S)-1 has been solved by single crystal X-ray diffraction (R = 0.0377). (S)-1 crystallizes in the orthorhombic crystal system (space group P212121 (19), a = 10.6377(2) A, b = 11.4348(2) A, c = 31.3543(6) A, Z = 8, Z′ = 2). Powder XRD pattern of the racemic crystal (R,S)-1 could be indexed in the orthorhombic space group Pbca (61) (a = 22.18(7) A, b = 17.08(3) A, c = 9.96(3) A, Z = 8, Z′ = 1). Differences in secondary bonding interactions and crystal stability of both (S)-1 and (R,S)-1 were evaluated on the basis of their FTIR spectra, melting points, and enthalpies of fusion. The expected eutectic-type binary melting phase diagram of (S)-1 and (R,S)-1 crystals has been constructed based on differential scanning calorimetric (DSC) measurements and calculation of the liquidus curves according to the combination of the simplified Schroder–van Laar and Prigogine–Defay equations.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.