Undri Rastuti, Jumina Jumina, Sabirin Matsjeh
Nov 1, 2009
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Abstract
The synthesis of 6-nitro veratraldehyde from vanillin was used HNO 3 and a mixture of HNO 3 and H 2 SO 4 . The reaction steps were (I) methylation of vanillin and (2) nitration of the methylation product. Methylation of vanillin was conducted using dimetnylsulfate and NaOH at 60 0 C for 2 hours. Nitration of the methylation product was performed in two methods, which using HN0 3 and using a mixture of HN0 3 and H 2 SO 4 both at 5 0 C for 2 hours. The products were analyzed by means of TLC, GC; IR, 1 H-NMR and GC-MS spectrometers. The methylation of vanillin gave 87.7 % yield of veratraldehyde which was found as a white crystal (m.p 43 o C). The nitration of veratraldehyde produced 6-nitro veratraldehyde observed as a yellow crystal having of m.p. 130 0 C. Nitration using neat HNO 3 gave a smaller yield (50.35%) of 6-nitro veratraldehyde than nitration with a mixture of HNO 3 and H 2 SO 4 (93.63 %).