TY - JOUR
T1 - Synthesis, characterization and crystal structure of (Z)-3-(4- chlorophenylamino)-1-Phenylbut-2-En-1-One
AU - Patil, Siddappa A.
AU - Gonzalez-Flores, Diego
AU - Medina, Phillip A.
AU - Dever, Seth
AU - Stentzel, Michael
AU - Popp, Joshua
AU - Pineda, Leslie W.
AU - Montero, Mavis L.
AU - Ziller, Joseph W.
AU - Fahlman, Bradley D.
N1 - Funding Information:
Acknowledgments The authors would like to thank the National Science Foundation (CHE-0911061) for financial support. We also acknowledge the Ministerio de Ciencia y Tecnología de Costa Rica (MICIT), Consejo Nacional para Investigaciones Científicas y Tec-nológicas (CONICIT), and the Centro de Electroquímica y Energía Química (CELEQ) at the Universidad de Costa Rica for providing partial financial support for an internship for Diego Gonzalez-Flores at Central Michigan University.
PY - 2012/6
Y1 - 2012/6
N2 - The title compound (Z)-3-(4-chlorophenylamino)- 1-phenylbut-2-en-1-one, has been prepared in good yield from the condensation reaction of benzoylacetone and 4-chloroaniline, catalyzed by two drops of formic acid. The compound was characterized by 1H NMR, 13C NMR, IR spectroscopy, mass spectrometry, elemental analysis, thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), and single crystal X-ray diffraction. The compound crystallized in the monoclinic crystal system with space group P21/n, Z = 4, V = 1370.3(7) Å 3, and unit cell parameters a = 6.4063(19) Å, b = 7.085(2) Å, c = 30.194(9) Å, α = 90°, β = 90.824(5)° and γ = 90°. The crystal structure reveals that the compound exists in the enamino-ketone form and not the enol-imine form. Moreover, TGA/DSC analyses of the title compound was studied, showing two distinct endothermic peaks at temperatures of 134.05 and 302.71 °C, corresponding to melting and boiling points, respectively.
AB - The title compound (Z)-3-(4-chlorophenylamino)- 1-phenylbut-2-en-1-one, has been prepared in good yield from the condensation reaction of benzoylacetone and 4-chloroaniline, catalyzed by two drops of formic acid. The compound was characterized by 1H NMR, 13C NMR, IR spectroscopy, mass spectrometry, elemental analysis, thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), and single crystal X-ray diffraction. The compound crystallized in the monoclinic crystal system with space group P21/n, Z = 4, V = 1370.3(7) Å 3, and unit cell parameters a = 6.4063(19) Å, b = 7.085(2) Å, c = 30.194(9) Å, α = 90°, β = 90.824(5)° and γ = 90°. The crystal structure reveals that the compound exists in the enamino-ketone form and not the enol-imine form. Moreover, TGA/DSC analyses of the title compound was studied, showing two distinct endothermic peaks at temperatures of 134.05 and 302.71 °C, corresponding to melting and boiling points, respectively.
KW - Synthesis ° Spectroscopy ° X-ray structure ° (Z)-3-(4-chlorophenylamino)-1-phenylbut-2-en-1-one ° Thermogravimetric analysis
UR - http://www.scopus.com/inward/record.url?scp=84864663674&partnerID=8YFLogxK
U2 - 10.1007/s10870-012-0276-y
DO - 10.1007/s10870-012-0276-y
M3 - Article
AN - SCOPUS:84864663674
SN - 1074-1542
VL - 42
SP - 543
EP - 548
JO - Journal of Chemical Crystallography
JF - Journal of Chemical Crystallography
IS - 6
ER -