149-91-7

Basic information

• Product Name: Gallic acid
• Synonyms: Gallic acid, 98% 250GR;Gallic acid, 98% 5GR;3,4,5-Trihydroxybenzoic acid, anhydrous 99%;Gallic acid, 5-Carboxybenzene-1,2,3-triol;Gallic acid 0;TIMTEC-BB SBB008781;RARECHEM AL BE 0070;3,4,5-trihydroxy-benzoicaci
• CAS NO: 149-91-7
• Molecular Formula: C7H6O5
• Molecular Weight: 170.12
• EINECS: 205-749-9
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Fine chemicals;Food additive,Antioxidant anticorrosive;Inhibitors;Pharmaceutical Intermediates;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 149-91-7.mol

Chemical Properties

• Melting Point: 252 °C (dec.)(lit.)
• Boiling Point: 259.73°C (rough estimate)
• Flash Point: 271 °C
• Appearance: Off-white/Powder
• Density: 1.694
• Refractive Index: 1.5690 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: 4.41(at 25℃)
• Water Solubility: 12 g/L cold water
• Stability: Stability Stable, but may discolour upon exposure to light. Hygroscopic. Incompatible with strong oxidizing agents, strong bases
• Merck: 14,4345
• BRN: 2050274
• CAS DataBase Reference: Gallic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Gallic acid(149-91-7)
• EPA Substance Registry System: Gallic acid(149-91-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25-37/39
• WGK Germany: 2
• RTECS: LW7525000
• F: 8-9-23
• TSCA: Yes
• Hazardous Substances Data: 149-91-7(Hazardous Substances Data)

Usage

Uses

Gallic acid is a trihydroxybenzoic acid found in many plants as either the free acid or in the esterified form of gallotannins and ellagitannins. It demonstrates antioxidant activity by scavenging 2,2-diphenyl-1-picrylhydrazyl and hydroxyl free radicals with IC50 values of 9.4 and 191 μM, respectively, and inhibiting microsomal lipid peroxidation with an IC50 value of 1.51 μM. Gallic acid is often used as a standard for determining the phenol content of various analytes by the Folin-Ciocalteau assay where results are reported in gallic acid equivalents.[Cayman Chemical]

Uses

antineoplastic, astringent, antibacterial

Health Hazard

Inhalation of dust may irritate nose and throat. Contact with eyes or skin causes irritation.

Fire Hazard

Flash point data for Gallic acid are not available. Gallic acid is probably combustible.

Purification Methods

Crystallise gallic from water. The tri-O-acetyl derivative has m 172o (from MeOH), and the anilide has m 207o(from EtOH). [Beilstein 10 H 470, 10 IV 1993.]

Definition

ChEBI: A trihydroxybenzoic acid in which the hydroxy groups are at positions 3, 4, and 5.

Reactivity Profile

Phenols, such as Gallic acid, do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid.

Uses

A cyclooxygease inhibitor substance found in plants.

Chemical Properties

Colorless crystalline needles or prisms obtained from nutgall tannins,gallic acid is soluble in water and alcohol and melts at 235 to 240 °C. Also known as trihydroxybenzoic acid, it is used in photography, tanning, ink manufacture and pharmaceuticals.

Air & Water Reactions

Sparingly water soluble

General Description

Odorless white solid. Sinks in water.

InChI:InChI=1/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12)

Upstream product

• 5995-86-8 Gallic acid monohydrate 
• 1401-55-4 Tannic acid 

Downstream Products

• 831-61-8 Ethyl gallate 
• 2103-57-3 2,3,4-Trimethoxybenzaldehyde 
• 2144-08-3 2,3,4-Trihydroxybenzaldehyde 
• 6970-19-0 3,4,5-TRIETHOXYBENZOIC ACID 
• 99-24-1 Methyl gallate 

Related news

Unravelling the Gallic acid (cas 149-91-7) degradation pathway in bacteria: the gal cluster from Pseudomonas putida09/30/2019

Gallic acid (3,4,5‐trihydroxybenzoic acid, GA) is widely distributed in nature, being a major phenolic pollutant and a commonly used antioxidant and building‐block for drug development. We have characterized the first complete cluster (gal genes) responsible for growth in GA in a derivative of...detailed

Gallic acid (cas 149-91-7) mediated oxidation of pentachlorophenol by the Fenton reaction under mild oxidative conditions09/29/2019

BACKGROUND The present study demonstrates the decomposition of pentachlorophenol (PCP) by the Fenton reaction in the presence of gallic acid (GA). Unlike other studies, catalytic Fe2+ concentrations were used with respect to PCP in an effort to evaluate an environmentally benign Fenton system, s...detailed

Comparison of hypolipidemic activity of synthetic Gallic acid (cas 149-91-7)–linoleic acid ester with mixture of Gallic acid (cas 149-91-7) and linoleic acid, Gallic acid (cas 149-91-7), and linoleic acid on high-fat diet induced obesity in C57BL/6 Cr Slc mice09/28/2019

Hyperlipidemia is the major risk factors of heart disease such as atherosclerosis, stroke, and death. In the present study, we studied the effect of gallic acid (GA), linoleic acid (LA), mixture of GA and LA (MGL), and chemically synthesized gallic acid–linoleic acid ester (octadeca-9,12-dienyl...detailed