ChemicalBook CAS DataBase List Gallic acid

Gallic acid synthesis

4synthesis methods

Product Name:Gallic acid
CAS Number:149-91-7
Molecular formula:C7H6O5
Molecular Weight:170.12

Gallic acid, a component of many tanning agents is an endogenous product in plants. The acid occurs free or bound to tannin [1401-55-4] (e.g., in divi-divi, oak bark, gallnuts, pomegranate roots, sumac, and tea). The acid is produced from tannin-rich aqueous gallnut extracts by acidic or alkaline hydrolysis. It is also obtained by using the enzyme tannase [9025-71- 2] or molds (Penicillium glaucum, Aspergillus niger) to cleave tannin by fermentation. Both the metabolism of gallic acid and its impact on plant growth enzymes have been studied.

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149-91-7
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Yield:-

Reaction Conditions:

with silver nitrate;potassium hydroxide in water at 60;

Steps:

4.2. Preparation of Aryl Carboxylic Acids 2a-p [30]

General procedure: In a 100 mL round-bottom flask, 20 mmol of silver nitrate was suspended in 60 mL ofpotassium hydroxide aqueous solution (7%), which was stirred for 5 min before 10 mmol ofthe appropriate aldehydes 1a-p was added into the suspension. The mixture was stirred at60 C for 1 h, then cooled to room temperature, and filtered. The filtrate was acidified witha hydrochloric acid solution (10%) until the formation of a precipitate, which was cooled inan ice bath, filtered out, and dried under vacuum. The crude products were characterizedby comparing their melting points with literature values as well as by 1H NMR analysis.Yields have ranged from 70 to 90%, and all solid products were directly used in the nextstep without further purification.

References:

Silva, Laís Peres;Santos, Ivanilson Pimenta;Silva, Dahara Keyse Carvalho;dos Reis, Bruna Padilha Zurita Claro;Meira, Cássio Santana;Castro, Marcos Venícius Batista de Souza;dos Santos Filho, José Maurício;Araujo-Neto, Jo?o Honorato de;Ellena, Javier Alcides;Silveira, Rafael Gomes da;Soares, Milena Botelho Pereira [Molecules,2022,vol. 27,# 23,art. no. 8343]

99-24-1 Synthesis