Synthesis, Characterization and Crystal Structure of 1-[3,5-Bis(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]propan-1-one

Seranthimata Samshuddin; Badiadka Narayana; Zeliha Baktir; Mehmet Akkurt; Hemmige S. Yathirajan

Abstract

Synthesis, Characterization and Crystal Structure of 1-[3,5-Bis(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]propan-1-one

Author(s): Seranthimata Samshuddin, Badiadka Narayana, Zeliha Baktir, Mehmet Akkurt and Hemmige S. Yathirajan

The title compound, 1-[3,5-bis(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]propan-1-one (2), is synthesized by the reaction of 4,4'-difluoro chalcone (1) and hydrazine hydrate in propionic acid. The synthesized compound (2) is well characterized by IR, 1H-NMR, 13C-NMR, LCMS data and elemental analysis. The proposed structure is further confirmed by determining its single crystal XRD data. The compound crystallizes in the monoclinic space group P21/c, with a = 9.9470 (1) Å, b = 14.7200 (2) Å, c = 12.7390 (2) Å, β = 122.0700(4)°, V = 1580.61 (4) Å3, Z = 4, S = 0.95, R[F2 > 2σ(F2)] = 0.085, wR(F2) = 0.247. The pyrazole ring adopts an envelope conformation and makes the dihedral angles of 2.8(2) and 81.9(3)°, respectively, with the two fluorosubstituted benzene rings. The dihedral angle between the two fluoro-substituted benzene rings is 79.6(3)°. The crystal packing is stabilized by C—H...O hydrogen bonds, forming zigzag C(7) chains along [001].

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