5995-86-8

Basic information

• Product Name: Gallic acid monohydrate
• Synonyms: GALLIC ACID-1-HYDRATE;GALLIC ACID MONOHYDRATE;GALLIC ACID, HYDRATE;BETZ 0276;3,4,5-TRIOXYBENZOIC ACID;3,4,5-TRIHYDROXYBENZOIC ACID MONOHYDRATE;AKOS 214-65;GALLIC ACID MONOHYDRATE 98+% &
• CAS NO: 5995-86-8
• Molecular Formula: C₇H₆O₅*H₂O
• Molecular Weight: 188.13
• EINECS: 205-749-9
• Product Categories: Pharmaceutical Intermediates;Antioxidant;Biochemistry;ACS Grade;Building Blocks;C7;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Essential Chemicals;Inorganic Salts;Organic Building Blocks;Research Essentials;Solutions and Reagents;Myrica cerifera;Acacia;Aspalathus linearis (Rooibos tea);Cimicifuga racemosa;Ephedra sinica;Euphorbia sp;Hypericum perforatum (St John′Nutrition Research;Phytochemicals by Plant (Food/Spice/Herb);s wort);Vaccinium myrtillus (Bilberry)
• Mol File: 5995-86-8.mol
• Article Data: 0

Chemical Properties

• Melting Point: 252 °C (dec.)(lit.)
• Boiling Point: 596.6 °C at 760 mmHg
• Flash Point: 250 °C
• Appearance: White to cream/Solid
• Density: 1.694
• Vapor Pressure: 4.43E-15mmHg at 25°C
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: It is soluble in alcohol, ether, glycerol, acetone negligible in
• Water Solubility: 15 g/l (20 ºC)
• Sensitive: Hygroscopic
• Stability: Light Sensitive
• Merck: 14,4345
• BRN: 2050274
• CAS DataBase Reference: Gallic acid monohydrate(CAS DataBase Reference)
• NIST Chemistry Reference: Gallic acid monohydrate(5995-86-8)
• EPA Substance Registry System: Gallic acid monohydrate(5995-86-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 2
• RTECS: LW7525000
• F: 8-9-23
• TSCA: Yes
• Hazardous Substances Data: 5995-86-8(Hazardous Substances Data)

Usage

Description

Gallic acid monohydrate is a phenolic acid that occurs naturally in various plant sources and is known for its antioxidant properties. It has the ability to protect human cells against oxidative damage and exhibits cytotoxicity against cancer cells. Additionally, gallic acid and its esters demonstrate antiviral and antifungal activities.

Uses

Used in Pharmaceutical Industry:
Gallic acid monohydrate is used as an anti-hyperlipoproteinemic agent, which helps in reducing high levels of lipids in the blood. It also acts as a selective, reversible, and competitive inhibitor of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase, an enzyme involved in cholesterol synthesis.
Used in Antioxidant Applications:
Gallic acid monohydrate is used as an antioxidant due to its ability to protect human cells against oxidative damage. Its antioxidant properties make it a potential candidate for various health and wellness applications.
Used in Analytical Chemistry:
Gallic acid monohydrate may be used as a standard in the photometric determination of total phenolic content by the Folin-Ciocalteu method. This method is widely used in the analysis of phenolic compounds in various samples, including food, beverages, and plant extracts.
Used in Antiviral and Antifungal Applications:
Gallic acid monohydrate and its esters exhibit antiviral and antifungal activities, making them potential candidates for the development of new antiviral and antifungal agents.

InChI:InChI=1/C7H6O5.H2O/c8-4-1-3(7(11)12)2-5(9)6(4)10;/h1-2,8-10H,(H,11,12);1H2

Synthetic route

pyridine-4-carbonitrile (100-48-1) + 3,4,5-trihydroxybenzoic acid monohydrate (5995-86-8) → C7H6O5*C6H4N2

Conditions	Yield
In methanol; water for 1h; Reflux;	67%

3,4,5-trihydroxybenzoic acid monohydrate (5995-86-8) + dimethyl sulfate (77-78-1) → 3,4,5-trimethoxybenzoic acid methyl ester (1916-07-0)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 7h; Ambient temperature;	32.7 g

iron(II) chloride tetrahydrate + 3,4,5-trihydroxybenzoic acid monohydrate (5995-86-8) → iron(III) 3,4,5-trihydroxybenzoate dihydrate

Conditions	Yield
In potassium hydroxide aq. KOH; other Radiation; Fe salt and C6H2(OH)3CO2H*H2O dissolved in aq. KOH, stirred in a microwave reactor for 10 min, heated at 150°C for 4 h; filtered, washed (H2O), dried for 1 h at 60°C;

iron(II) chloride tetrahydrate + water-d2 (7789-20-0) + 3,4,5-trihydroxybenzoic acid monohydrate (5995-86-8) → Fe(3+)*C6(2)H2O2(O(2)H)CO2(3-)*2(2)H2O=FeC6(2)H2O2(O(2)H)CO2*2(2)H2O

Conditions	Yield
With KOH In water-d2 other Radiation; Fe salt and C6H2(OH)3CO2H*H2O dissolved in a D2O soln. of KOH, stirred in a microwave reactor for 10 min, heated at 150°C for 4 h; placedin a vial inside an autoclavable jar contg. D2O and heated at 80.degree .C for 2 d;

nickel(II) chloride tetrahydrate + 3,4,5-trihydroxybenzoic acid monohydrate (5995-86-8) → nickel(II) 3,4,5-trihydroxybenzoate dihydrate

Conditions	Yield
In potassium hydroxide aq. KOH; other Radiation; Ni salt and C6H2(OH)3CO2H*H2O dissolved in aq. KOH, stirred in a microwave reactor for 10 min, heated at 150°C for 4 h; filtered, washed (H2O), dried for 1 h at 60°C;

nickel(II) chloride tetrahydrate + water-d2 (7789-20-0) + 3,4,5-trihydroxybenzoic acid monohydrate (5995-86-8) → Ni(2+)*C6(2)H2O(O(2)H)2CO2(2-)*2(2)H2O=NiC6(2)H2O(O(2)H)2CO2*2(2)H2O

Conditions	Yield
With KOH In water-d2 other Radiation; Ni salt and C6H2(OH)3CO2H*H2O dissolved in a D2O soln. of KOH, stirred in a microwave reactor for 10 min, heated at 150°C for 4 h; placedin a vial inside an autoclavable jar contg. D2O and heated at 80.degree .C for 2 d;

cobalt(II) chloride tetrahydrate + 3,4,5-trihydroxybenzoic acid monohydrate (5995-86-8) → cobalt(II) 3,4,5-trihydroxybenzoate dihydrate

Conditions	Yield
In potassium hydroxide aq. KOH; other Radiation; Co salt and C6H2(OH)3CO2H*H2O dissolved in aq. KOH, stirred in a microwave reactor for 10 min, heated at 125°C; filtered, washed (H2O), dried for 1 h at 60°C;

3,4,5-trihydroxybenzoic acid monohydrate (5995-86-8) + tinidazole (19387-91-8) → C8H13N3O4S*C7H6O5

Conditions	Yield
In water at 60℃; for 1h;

Downstream Products

• 1916-07-0 3,4,5-trimethoxybenzoic acid methyl ester