Sintesis basa Schiff dari vanilin dan p-Anisidin dengan metode Green Chemistry : Metode penggerusan (Solvent Free)

  • Farreliza Ayu Aminata Program Studi Kimia, Universitas Islam Negeri Maulana Malik Ibrahim Malang
Keywords: Schiff Base, Vanillin, p-Anisidin, Grinding Method

Abstract

Schiff base compounds are compounds resulting from condensation reactions between active carbonyl compounds from aldehydes and primary amines. Schiff base has many benefits in various fields because it has active compounds that have biological and pharmacological activities. This study aims to calculate the percentage, melting point test results and chemical properties, as well as knowing the results of the FTIR, 1HNMR, and GS-MS spectrophotometer characterization. The Schiff basic compound was synthesized from vanillin and p-anisidin (1:1) using the grinding method with a grinding time of 20 minutes. The constant mass yield obtained from the Schiff base synthesis product compound 2-methoxy-4-((4-methoxyphenilimino)-methyl)phenol was 1.0191 grams, with a yield of 99.08%. The characteristic results of the synthesis product have a physical form in the form of a solid powder, dark green in color, with a melting point of 120oC. Based on the solubility test, the synthesized product is obtained which is soluble in NaOH. The FTIR spectrum indicates absorption in the 1589 cm-1 wave region originating from the bond (C=N). In the GC-MS analysis, a retention time peak of 26.585 minutes was found with the molecular ion m/z 257. This finding is consistent with the molecular mass of the target compound, namely the Schiff base 2-methoxy-4-((4-methoxyphenilimino)-methyl)phenol. The results of the 1HNMR characterization of the synthesis product showed that there were 9 proton sites that matched the 1HNMR pattern of the basic Schiff compound 2-methoxy-4-((4-methoxyphenilimino)-methyl)phenol. The typical signal from the imine group (C=N) was observed at a chemical shift of 8.36 ppm.

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References

Abass, H.H., Salih, R.A. dan Salih, A.A., (2015). Synthesis, Characterization and Biological Activity of Two Phenol-Schiff Bases and Formaldehyde Resin Cobalt (II)- Complexes. Global Journal of Pure and Applied Chemistry Research, 3(2): 14-23.

Anand, P., Patil, V. M, Sharmal, V. K, Khosal, R. L, and Masand N. (2012). Schiff bases: A Review on Biological Insights. International Journal of Drug Design and Discovery, 3(3) 851-868.

Bader, N. R. (2010). Applications of Schiff Bases Chelates in Quantitative analysis: a

Review. J. Chem. 3(4) 660-670.

Chaluvaraju dan Zaranappa. (2011). Synthesis and Biological Evaluation of some Isatin derivatives for Antimicrobial Properties Research Journal of Pharmaceutical, Biological and Chemical Sciences, 2(1): 541-546.

Chaturvedi, N.K. & Katoch, S.S. (2020). Effect of Various Parameters During Degradation of Toxic P-Anisidine By Fenton’s Oxidation. Applied Water Science, 10(1): 1-6.

Lewis, RJ. Sr. (2007). Hawley's Condensed Chemical Dictionary 15th Edition. New York: John Wiley & Sons, Inc. NY, p. 84

Mitchell S, Waring R. (2000). Ullmann’s Encyclopedia of Industrial Chemistry 7th ed.2008.

NY, NY : John Wiley & Sons; Aminophenols. Online Posting.

Nadhiro, Umi. (2016). Penggunaan Bentonit Sebagai Adsorben pada Proses Pemurnian Minyak Ikan Kasar (Crude Fish Oil) Hasil Samping Industri Pengalengan Ikan Lemuru (Sardinella Lemuru). Skripsi. Fakultas Perikanan Dan Kelautan Universitas Airlangga Surabaya.

Ningsih, Rachmawati, & Ahmad H. (2019). Green synthesis, karakterisasi dan aktivitas antikorosi senyawa turunan imina dari o-vanilin. ALCHEMY: Journal of Chemistry. Repository UIN Malang.

Nurbaity. (2011). Pendekatan Green Chemistry Suatu Inovasi Dalam Pembelajaran Kimia Berwawasan Lingkungan. Jurnal Riset Pendidikan Kimia. Vol. 1, No. 1. Universitas Negeri Jakarta.

Onyeji. (2011). The Effect of Additive on The Viscosity Index of Lubricating Oil (engine oil).

IJEST (Vol, 3 No. 3 : 1864-1869.

Patil, S., Jadhav, S. D., and Shinde, S K. (2012). CES as an Efficient Natural Acid Catalyst for Synthesis of Schiff Bases Under Solvent-Free Condition. An Innovative Green Approach Organic Chemistry International, 1-5.

Putra, Amal Rezka. (2013). Karakterisasi Dan Analisis Hasil Nmr Dari Flavonoid Glikosida Yang Telah Diisolasi Dari Lempuyang Wangi (Zingiber Aromaticum Val.) Skripsi. Program Studi Farmasi. Makasar.

Singh, dkk. (2008). Vanilin dan p-Anisidin System : Solid-State Reaction and Density Functional Theory Studies. Molecular Crystal Liquid Crystal, 490: 106-123.

Sjostrom, E. (1998). Kimia Kayu. Dasar-dasar dan Penggunaan. Edisi dua (Terjemahan Dr.Hardjono Sastrohamidjojo). Yogyakarta : Gadjah Mada University Press. Buku asli terbit tahun 1993.

Sukria, L., E. K. Hayati, A. Hanapi, R. Adawiyah, & Rachmawati. (2020). Anticancer activity in 2-methoxy-4-((4-methoxy-phenilimino)methyl)-phenol compound on T47D breast cancer cells. IOP Conf. Series: Earth and Environmental Science. Sci. 456 012014. https://doi.org/ 10.1088/1755-1315/456/1/012014

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Published
2024-05-31
How to Cite
Aminata, F. (2024). Sintesis basa Schiff dari vanilin dan p-Anisidin dengan metode Green Chemistry : Metode penggerusan (Solvent Free). Maliki Interdisciplinary Journal, 2(5). Retrieved from http://urj.uin-malang.ac.id/index.php/mij/article/view/4662
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Articles