SINTESIS 4–HIDROKSI–5–KLORO–3–METOKSIBENZALDEHID DAN ELUSIDASI STRUKTURNYA

Abstract

The new compound have been synthesis with the chlorination reaction of vanillin which aims to produce vanillin chlorinated as raw material in the synthesis of analogues of curcumin with Cl substituents on the aromatic ring. The structure of this compound have been elucidated. Chlorination of vanillin performed using Cl2 gas, which produced by reaction of kaporit with concentrated hydrochloric acid. This reaction takes at temperature 35ºC for 30 minutes, with the AlCl3 as catalyst and THF as solvent. The purity of compound synthesized are determined by melting point and thin layer chromatography. The structure identification of the compound synthesized conducted using spectrometry techniques, including UV–Vis spectra, infrared spectra (cm-1, KBr) and Nuclear Magnetic resonance proton spectra (, ppm, DMSO-d6,1 H–NMR, 500 MHz). Chlorination reaction of vanillin produced yellow crystal of 5 chloro–4–hydroxy–3–methoxybenzaldehyde, its melting point is 163.3 to 164.8ºC. The average yield obtained of the this reseach is 40.54%.

Keywords

• 5–chloro–4–hydroxy–3–methoxybenzaldehyde
• vanillin chlorinated
• chlorination
• halogenation