SINTESIS 4–HIDROKSI–3–KLOROBENZALDEHID DARI p–HIDROKSIBENZALDEHID DAN GAS Cl2

Warsi Warsi
2015 Pharmaciana  
ABSTRAK Kurkumin merupakan senyawa yang potensial untuk dikembangkan. Senyawa analog kurkumin telah banyak disintesis. Senyawa 4-hidroksi-3-klorobenzaldehid merupakan bahan dasar dalam sintesis analog kurkumin dengan substituen -Cl pada inti aromatiknya. Senyawa 4-hidroksi-3klorobenzaldehid telah disintesis melalui reaksi klorinasi antara p-hidroksibenzaldehid dan gas Cl 2 , kemurnian 4-hidroksi-3-klorobenzaldehid ditentukan berdasarkan jarak lebur, kromatografi lapis tipis dan LC-MS.
more » ... an LC-MS. Identifikasi struktur senyawa hasil sintesis dilakukan dengan teknik spektrometri, meliputi spektramassa (ESI-MS), spektra inframerah (cm -1 , KBr), spektra resonansi magnetik inti proton (δ, ppm, DMSO-d6, 1 H-NMR, 500 MHz) dan UV-Vis. Reaksi klorinasi phidroksibenzaldehid dihasilkan 4-hidroksi-3-klorobenzaldehid yang berbentuk kristal warna kuning, dengan jarak lebur 128,1-130,8ºC. Rendemen rata-rata yang dihasilkan sebesar 51,37%. ABSTRACT Curcumin is a compound which potential to be developed. The curcumin analogues have been synthesized. The compound 3-chloro-4-hydroxybenzaldehyde was used as starting material in the synthesis of curcumin analogues with Cl substituent on the aromatic ring. The compound of 3-chloro-4-hydroxybenzaldehyde were synthesized by chlorination reaction between p-hydroxybenzaldehyde and Cl 2 gas. The purity of 3-chloro-4-hydroxybenzaldehyde was determined base on the melting range, thin layer chromatography and LC-MS. The structure identification of the compound was observed done by spectrometry techniques, including mass spectra (ESI-MS), infrared spectra (cm -1 , KBr), Nuclear Magnetic resonance proton spectra (δ, ppm, DMSO-d6, 1 H-NMR, 500 MHz) and UV-Vis spectra. Chlorination reaction of p-hydroxybenzaldehyde produced yellow crystal of 3-chloro-4-hydroxybenzaldehyde, its melting range is 128.1 to 130.8ºC. The average yield obtained of this reseach is 51.37%.
doi:10.12928/pharmaciana.v5i1.2967 fatcat:gfk365sjmnaenoljotarhfhiv4