Literatur Review: Pengaruh Jenis dan Posisi Substituen terhadap Keasaman Asam Benzoat dan Turunannya
DOI:
https://doi.org/10.55123/insologi.v4i1.4720Keywords:
Acidity of Benzoic Acid and Its Derivatives, Resonance, DG and EWG SubstituentAbstract
Benzoic acid is an aromatic compound (C7H6O2), was found in plant and animal tissues, and also be produced from the fermentation process of microbial metabolism. Benzoic acid and its derivatives are widely used in agriculture, health and food. Because it’s functional, the reactivity of benzoic acid and its derivatives must be understood. One of the reactivity of benzoic acid is acidity. Acidity of benzoic acid is used to predicted reaction mechanism. Focus of this research is analysis the acidity of benzoic acid and its derivatives based on resonance theory and the effect of EWG (electron withdrawing groups) and DG (donating groups) to its acidity. The data in this research is collect by literature review on November 2024. In this research, it was found that the acidity of the benzoic acid and its derivatives was influenced by the type and position of the substituent. If the substituent is EWG, the acidity is increase and when substituent is DG, the acidity is decrease. These data can be explained by resonance.
Downloads
References
Amborabé, B. E., Fleurat-Lessard, P., Chollet, J. F., & Roblin, G. (2002). Antifungal effects of salicylic acid and other benzoic acid derivatives towards Eutypa lata: Structure-activity relationship. Plant Physiology and Biochemistry, 40(12), 1051–1060. https://doi.org/10.1016/S0981-9428(02)01470-5
Böhm, S., Fiedler, P., & Exner, O. (2004). Analysis of the ortho effect: Acidity of 2-substituted benzoic acids. New Journal of Chemistry, 28(1), 67–74. https://doi.org/10.1039/b305986c
Branen, A. L., Davidson P. M., and Salminen S. (1990). Food Additives.Marcel New York: Dekker Inc.
Carey, F &. Sundberg, Richard J. (2007). Advanced Organic Chemistry Part A: Structure and Mechanisms. USA: Springer Science &Business Media, LLC.
Chang, R., & Overby, J. (2011). General Chemistry United States of America: McGraw-Hill
Dainith, John. (2004). The Facts on File dictionary of Organic Chemistry. New York: Fact on File. Inc
del Olmo, A., Calzada, J., & Nuñez, M. (2017). Benzoic acid and its derivatives as naturally occurring compounds in foods and as additives: Uses, exposure, and controversy. Critical Reviews in Food Science and Nutrition, 57(14), 3084–3103. https://doi.org/10.1080/10408398.2015.1087964
Hollingsworth, Chad A., Seybold, Paul G., M. Hadad, C. (2002). Substituent Effects on the Electronic Structure and pKa of Benzoic Acid. International Journal of Quantum Chemistry, 90, 1396–1403. https://doi.org/DOI 10.1002/qua.10362
Indrayanto, G., Syahrani, A., Mugihardjo, Rahman, A., Soeharjono, Tanudjojo, W., Susanti, S., Yuwono, M., & Ebel, S. (1999). Benzoic acid. Analytical Profiles of Drug Substances and Excipients, 26(C), 1–46. https://doi.org/10.1016/S0099-5428(08)60620-6
MacMurry. (2008). Organic Chemistry. United States of America: Thomson Brooks/Cole.
Maki, T., & Takeda, K. (2000). Benzoic Acid and Derivatives. Ullmann’s Encyclopedia of Industrial Chemistry, 60. https://doi.org/10.1002/14356007.a03_555
Mao, X., Yang, Q., Chen, D., Yu, B., & He, J. (2019). Benzoic acid used as food and feed additives can regulate gut functions. BioMed Research International, 2019. https://doi.org/10.1155/2019/5721585
Pais, J. P., Magalhães, M., Antoniuk, O., Barbosa, I., Freire, R., Pires, D., Valente, E., Testa, B., Anes, E., & Constantino, L. (2022). Benzoic Acid Derivatives as Prodrugs for the Treatment of Tuberculosis. Pharmaceuticals, 15(9), 1–10. https://doi.org/10.3390/ph15091118
Park, E. S., Moon, W. S., Song, M. J., Kim, M. N., Chung, K. H., & Yoon, J. S. (2001). Antimicrobial activity of phenol and benzoic acid derivatives. International Biodeterioration and Biodegradation, 47(4), 209–214. https://doi.org/10.1016/S0964-8305(01)00058-0
Richardson, K. S., & Lowry, T. H. (1976). Mechanism And Theory In Organic Chemistry - Ihomas H. Lowry.
Sato, M., Shudo, K., & Hiragun, A. (1988). Functional studies of newly synthesized benzoic acid derivatives: Identification of highly potent retinoid‐like activity. Journal of Cellular Physiology, 135(2), 179–188. https://doi.org/10.1002/jcp.1041350205
Senaratna, T., Merritt, D., Dixon, K., Bunn, E., Touchell, D., & Sivasithamparam, K. (2003). Benzoic acid may act as the functional group in salicylic acid and derivatives in the induction of multiple stress tolerance in plants. Plant Growth Regulation, 39(1), 77–81. https://doi.org/10.1023/A:1021865029762
Solomons , Graham & Fryhle, Craig B. (2011). Organic Chemistry. USA: John Wiley & Sons.
Velika, B., & Kron, I. (2012). Antioxidant properties of benzoic acid derivatives against Superoxide radical. Free Radicals and Antioxidants, 2(4), 62–67. https://doi.org/10.5530/ax.2012.4.11
Downloads
Published
How to Cite
Issue
Section
License
Copyright (c) 2025 Ni Luh Putu Yuniantari, Erlin Susilowati

This work is licensed under a Creative Commons Attribution 4.0 International License.
Hak cipta pada setiap artikel adalah milik penulis.
Penulis mengakui bahwa INSOLOGI (Jurnal Sains dan Teknologi) sebagai publisher yang mempublikasikan pertama kali dengan lisensi Creative Commons Attribution 4.0 International License.
Penulis dapat memasukan tulisan secara terpisah, mengatur distribusi non-ekskulif dari naskah yang telah terbit di jurnal ini kedalam versi yang lain, seperti: dikirim ke respository institusi penulis, publikasi kedalam buku, dan lain-lain. Dengan mengakui bahwa naskah telah terbit pertama kali pada INSOLOGI (Jurnal Sains dan Teknologi).
























