Open AccessSINTESIS 6-NITRO VERATRALDEHID (3,4-DIMETOKSI-6-NITRO BENZALDEHID) DARI VANILIN DENGAN HNO3 DAN CAMPURAN HNO3-H2SO4
Author(s) -
Undri Rastuti,
Jumina Jumina,
Sabirin Matsjeh
Publication year - 2009
Publication title -
molekul
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.125
H-Index - 2
eISSN - 2503-0310
pISSN - 1907-9761
DOI - 10.20884/1.jm.2009.4.2.64
Subject(s) - nitration , vanillin , nitro , yield (engineering) , chemistry , nuclear chemistry , methylation , organic chemistry , materials science , biochemistry , metallurgy , alkyl , gene
The synthesis of 6-nitro veratraldehyde from vanillin was used HNO3 and a mixture of HNO3 and H2SO4. 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 0C for 2 hours. Nitration of the methylation product was performed in two methods, which using HN03 and using a mixture of HN03 and H2SO4 both at 5 0C for 2 hours. The products were analyzed by means of TLC, GC; IR, 1H-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 oC). The nitration of veratraldehyde produced 6-nitro veratraldehyde observed as a yellow crystal having of m.p. 1300C. Nitration using neat HNO3 gave a smaller yield (50.35%) of 6-nitro veratraldehyde than nitration with a mixture of HNO3 and H2SO4 (93.63 %).