Compound 52: Bis(ethanol) bis((4-(ethoxycarbonyl)-1H-pyrazol-5-yl)oxy)zinc

DOI: 10.14469/hpc/11733 Metadata

Created: 2022-11-08 06:17

Last modified: 2024-06-03 13:00

Author: Henry Rzepa

License: Creative Commons: Public Domain Dedication 1.0

Funding: (none given)

Description

Bis(ethanol) bis((4-(ethoxycarbonyl)-1H-pyrazol-5-yl)oxy)zinc (52): Zn(OAc)2•2H2O (76.0 mg, 0.346 mmol, 1.00 equiv) was added with stirring to pyrazolone 5 (108 mg, 0.692 mmol, 2.00 equiv) in EtOH (4.0 mL) at 79 °C. After 48 h at reflux, heating was stopped and Et2O (10 mL) was slowly added to the warm solution. On cooling to room temperature, the resultant precipitate was collected by filtration and dried in vacuo. Zn-pyrazolone complex 52 (114 mg, 0.244 mmol, 70%) was obtained as a white solid, essentially pure by its 1H NMR spectrum. Crystals suitable for X-ray crystallography were obtained by slow evaporation from an EtOH solution of complex 52. 1H-NMR (400 MHz, OS(CD3)2): δ (ppm) = 11.37 (s, 1H), 7.37 (s, 1H), 4.16 – 4.10 (m, 3H), 1.21 (d, J = 8.5 Hz, 4H). 13C{1H}-NMR (126 MHz, OS(CD3)2): δ (ppm) = 172.5, 167.6, 138.5, 89.3, 59.2, 14.5. IR (Diamond-ATR, neat) νmax (cm-1) = 3322, 1666, 1635, 1527, 1437, 1318, 1275, 1172, 1120, 1064, 1009, 932, 858, 787, 751, 708. m.p.: >260 °C (EtOH) (decomp.). Anal. Calcd for C6H7N2O3Zn: C, 32.68; H, 3.20; N, 12.70. Found: C, 35.72; H, 3.72; N, 12.71.

Files

FilenameSizeTypeDescription
52.cdxml 11KB chemical/x-cdxml Chemdraw connection table
52.cdxml 9KB chemical/x-cdxml Chemdraw connection table v2
52.png 35KB image/png Image representation
52.mol 2KB chemical/x-mdl-molfile MDL Molfile

Member of collection / collaboration

DOIDescription
10.14469/hpc/10386 Syntheses and Characterization of Main Group, Transition Metal, Lanthanide and Actinide Complexes of Bidentate Acylpyrazolone Ligands

Subject Keywords

KeywordValue
inchi InChI=1S/2C6H8N2O3.Zn/c2*1-2-11-6(10)4-3-7-8-5(4)9;/h2*3H,2H2,1H3,(H2,7,8,9);/q;;+2/p-2
inchi InChI=1S/2C6H8N2O3.2C2H6O.Zn/c2*1-2-11-6(10)4-3-7-8-5(4)9;2*1-2-3;/h2*3H,2H2,1H3,(H2,7,8,9);2*3H,2H2,1H3;/q;;;;+2/p-2
inchikey HICBMZAVCHBSGQ-UHFFFAOYSA-L
inchikey RSEVGHQXKLHQBV-UHFFFAOYSA-L
inchikey HICBMZAVCHBSGQ-UHFFFAOYSA-L
SMILES O=C(C1=C(O[Zn]OC2=C(C(OCC)=O)C=NN2)NN=C1)OCC.CCO.CCO

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