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Journal : JOURNAL OF CHEMICAL NATURAL RESOURCES (JCNaR)

Synthesis Of 4-Alil-6- (Hydroxymethyl) -2-Methody Phenol Compounds from Eugenol Through Mannich Reaction Followed Methylation with Methyl Iodide and Subtitution Using NaOH Perangin-angin, Sabarmin
Journal of Chemical Natural Resources Vol. 1 No. 1 (2019): Journal of Chemical Natural Resources
Publisher : Talenta Publisher

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (767.529 KB) | DOI: 10.32734/jcnar.v1i1.838

Abstract

Eugenol derivative compound 4-allyl-6-hydroxymethyl-2-methoxy phenol was synthesized through Mannich reaction, methylation, dan nucleophilic substitution. Mannich reaction was carried out by reacting eugenol, formaldehyde 37%, and dimethylamine 40 % in reflux condition with n-heptane solvent at temperature 98o-100oC for 10 hours produced 4-allyl-6-(dimethylamino)methyl-2-methoxy phenol with yield of 83 %. The formation of dimethylaminomethyl group supported by C-N stretching vibration at 1246,16 cm-1 and ion molecule peak at 221 in GC-MS analysis. Methylation of 4-allyl-6-(dimethylamino)methyl-2-methoxy phenol was carried out with methyl iodide in ethanol solvent produced 6-((N-iodo-N-methyl-N-methyl-N-methylamino) methyl)-4-allyl-2-methoxy phenol in solid form, which then purified by recrystallization with 78,15 % yield. 4-allyl-6-(hydroxymethyl)-2-methoxy phenol was synthesized by nucleophilic substitution reaction of 6-((N-iodo-N-methyl-N-methyl-N-methylamino)methyl)-4-allyl-2-methoxy phenol with sodium hydroxide in reflux condition then purified by coloum chromatography gave liquid compound with yield of 65,05%. The formation of hydroxymethyl group supported by OH vibration at 3433,9 cm-1 and ion molecule peak at 194 in GC-MS analysis show the relative molecular mass of synthesized product.
Isolation and Analysis of Chemical Components of Garlic (Allium sativum L.) Tuber Essential Oil As Well As Antibacterial and Antioxidant Activity Tests Perangin-angin, Sabarmin; Pratama, Dimas A
Journal of Chemical Natural Resources Vol. 4 No. 1 (2022): Journal of Chemical Natural Resources
Publisher : Talenta Publisher

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (514.915 KB) | DOI: 10.32734/jcnar.v4i1.9363

Abstract

The essential oil from garlic tubers (Allium sativum L) was isolated by hydrodistillation method using the Stahl apparatus. Garlic tubers were distilled for 4 to 5 hours to produce as much oil as 0.05% (w/ w). The chemical components of essential oil of garlic tubers were analyzed using GC-MS spectroscopy. The GC-MS results showed that there were 11 components with 5 main components, namely diallyl disulfide (44.98%), 1,3-diallyl tri sulfane (13.63%), allyl sulfide (13.06%), methyl allyl disulfide (11.87%), and methyl allyl trisulfide (4.84%). The antibacterial activity of essential oil of garlic tubers with diffusion method to use concentration variation of 5%, 10%, and 15% have strong antibacterial activity against Gram-positive bacteria like Staphylococcus aureus and have a medium to strong antibacterial activity against Gram-negative bacteria like Escherichia coli. The antioxidant activity of the essential oil of garlic tubers with DPPH (2,2-diphenyl-1-picrylhydrazil) showed an IC50 value was 22.863 mg/L and a very strong antioxidant group.
Synthesis of Cardanil Methyl Ether via Etherification Reaction Cardanol Isolated from Cashew Nut Shells (Anacardium occidentale L.) with Variations of Molar Methyl Iodide Perangin-angin, Sabarmin; Siburian, Riris Natalia
Journal of Chemical Natural Resources Vol. 5 No. 2 (2023): Journal of Chemical Natural Resources
Publisher : Talenta Publisher

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.32734/jcnar.v5i2.13837

Abstract

The synthesis of the Cardanyl methyl ether is carried out through an etherization reaction between Cardanyl seed skin extract (CNSL) isolated from the methyl iodide. Cardanol is isolated with the addition of acetone, Ca(OH)2, NH4OH 25%, n-hexane: ethyl acetate (98:2), washing with NaOH 2.5%, HCl 5%, aquadest, and Na2SO4 anhydrate. The yield of the obtained cardanol is 74.39 g (74.39% of the initial weight of the CNSL) and has the following characteristics: acid count 1.2863 mgKOH/g, iodine count 215.6535 g I2/100 g, viscosity 38.7 cP, density 0.8266 g/mL, pH = 6.14. The FT-IR methyl ether Cardanyl spectrum shows an absorption band at 1162.9-1259.8 cm-1 shows a C-O stretching group at a wave number of 1043.6-1148.0 cm-1 showing the formation of an asymmetric and symmetrical C- O-C stretching band of the ether compound, the Spectra of the FT - IR methyl ether Cardanyl shows an absorptive band at 1162-1259-125,8 cm-1, showing a C-O stretching Group, at the wave number of 1043.6-1148.0 cm-1 indicating the formation, as a result, of an Asymmetric and Symmetric Stretching Group of the ethereal Compound. The Cardanyl methyl ether was synthesized by adding K2CO3, the solvent acetone and the iodide-methyl, with a reflux time of 8 hours. As for the parameters carried out in this study, the molar variation of the Cardanyl is the Methyl Iodide (1:1.5, 1:3, and 1:4.5) and yields 3.555 g; 12.084 g; 11.472 g of Cardanyl ether. Methyl ether Cardanyl was obtained in analysis with FT-IR and GC-MS spectroscopic photometers. The results of the analysis of Cardanyl methyl ethers with GC -MS were 63.28%, and the results of analysis of the Cardanyl ether with a variation of the molar ratio Cardanyl: Methyl iodide (1:1.5; 1:3; 1:4.5) with GC-MS obtaining 3.05%, 30.29%, and 26.58%. These results show the maximum percentage of methyl ethers Cardanyl at the reaction conditions of the variation molar ratios Cardanyl iodides (1:3), K2CO3 17.3 g, 50 mL of acetone, and 8 hours of reflux time.