Molecular Structure of 2'-Hydroxy-3'-Methoxy-5'-Allyl -4-Methylazobenzene

Authors

Veysel T. YILMAZ
Selami ŞASMAZ
İsmail E. GÜMRÜKÇÜOĞLU
R. Alan HOWIE

DOI

-

Abstract

2'-hydroxy-3'-methoxy-5'-allyl-4-methylazobenzene was synthesized in two steps: 4-methylbenzenediazonium chloride was prepared by the reaction of 4- methylaniline, HCL and NaNO_{2}, and was then reacted with eugenol to give 2'-hydroxy-3'-methoxy-5'-allyl-4-methylazobenzene. The molecular structure was identified by UV/VIS, IR, ^{1}H-NMR and elemental analysis. The crystal structure was determined as monoclinic by single crystal X-ray diffraction technique. The final R values was found to be 0. 078 for 1065 observed reflections. The structure consists of isolated molecules with van der Waals contacts and the molecule is essentially planar in the solid state. There is a strong intramolecular hydrogen bond in which the hydroxyl group serves as a donor to the N1 atom.

First Page

153

Last Page

158

Recommended Citation

YILMAZ, Veysel T.; ŞASMAZ, Selami; GÜMRÜKÇÜOĞLU, İsmail E.; and HOWIE, R. Alan (1996) "Molecular Structure of 2'-Hydroxy-3'-Methoxy-5'-Allyl -4-Methylazobenzene," Turkish Journal of Chemistry: Vol. 20: No. 2, Article 9. Available at: https://journals.tubitak.gov.tr/chem/vol20/iss2/9