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Pyrogallol

CAS No.
87-66-1
Chemical Name:
Pyrogallol
Synonyms
benzene-1,2,3-triol;1,2,3-Trihydroxybenzene;1,2,3-Benzenetriol;C6H6O3;Pyrogallo;1,2,3-Trihydroxybenzen;Piral;pyrogallic;PYROGALLOL (1,2,3-TRIHYDROXYBENZENE);PyrogaL
CBNumber:
CB6107909
Molecular Formula:
C6H6O3
Molecular Weight:
126.11
MDL Number:
MFCD00002192
MOL File:
87-66-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-08-05 19:35:02

Pyrogallol Properties

Melting point 43-47 °C(lit.)
Boiling point 309 °C
Density 1.112 g/mL at 25 °C(lit.)
bulk density 600kg/m3
vapor density 4.4 (vs air)
vapor pressure 10 mm Hg ( 167.7 °C)
refractive index n20/D 1.387
Flash point >230 °F
storage temp. Store below +30°C.
solubility water: soluble
pka pK1:9.03(0);pK2:11.63(+1) (25°C)
form Very Fine Crystalline Powder
color White
PH 4-5 (50g/l, H2O, 20℃)
Water Solubility 400 g/L (25 ºC)
Sensitive Light Sensitive
Merck 14,8000
BRN 907431
Henry's Law Constant 6.3×104 mol/(m3Pa) at 25℃, HSDB (2015)
Stability Stable, but decolourises in light. Combustible. Incompatible with strong oxidising agents, alkalies, metal oxides, ammonia, antipyrine, phenol, iodine, lime water, menthol, potassium permanganate, strong bases.
Major Application pharmaceutical (small molecule)
Cosmetics Ingredients Functions HAIR DYEING
InChI 1S/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9H
InChIKey WQGWDDDVZFFDIG-UHFFFAOYSA-N
SMILES Oc1cccc(O)c1O
LogP -0.47
Toxicology and Carcinogenesis Toxicology and Carcinogenesis Studies of Pyrogallol (CASRN 87-66-1) in F344/N Rats and B6C3F1 Mice (Dermal Studies)
FDA 21 CFR 73.1375
CAS DataBase Reference 87-66-1(CAS DataBase Reference)
EWG's Food Scores 4-7
FDA UNII 01Y4A2QXY0
NIST Chemistry Reference 1,2,3-Benzenetriol(87-66-1)
EPA Substance Registry System Pyrogallol (87-66-1)
UNSPSC Code 85151701
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS07,GHS08
Signal word  Warning
Hazard statements  H302+H312+H332-H341-H412
Precautionary statements  P273-P280-P301+P312-P302+P352+P312-P304+P340+P312-P308+P313
PPE dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes  Xn
Risk Statements  20/21/22-52/53-68-40-36/38
Safety Statements  22-24/25-61-36/37-26
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  UX2800000
8
TSCA  TSCA listed
HS Code  2907 29 00
HazardClass  6.1
PackingGroup  III
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Aquatic Chronic 3
Muta. 2
Hazardous Substances Data 87-66-1(Hazardous Substances Data)
Toxicity LD50 orally in rabbits: 1.6 g/kg (Dollahite)
REACH Registrations Active
Limited Quantities 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
0
3 0

Pyrogallol price More Price(110)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHL89772 Pyrogallol phyproof? Reference Substance 87-66-1 100MG $301 2026-04-30 Buy
Sigma-Aldrich 8.22302 Pyrogallol for synthesis 87-66-1 50g $86.5 2026-04-30 Buy
Sigma-Aldrich 8.22302 Pyrogallol for synthesis 87-66-1 250g $353 2026-04-30 Buy
Sigma-Aldrich 8.22302 Pyrogallol for synthesis 87-66-1 1kg $634 2026-04-30 Buy
Sigma-Aldrich 16040 Pyrogallol ACS reagent, ≥99% 87-66-1 100g $173 2026-04-30 Buy
Product number Packaging Price Buy
PHL89772 100MG $301 Buy
8.22302 50g $86.5 Buy
8.22302 250g $353 Buy
8.22302 1kg $634 Buy
16040 100g $173 Buy

Pyrogallol Chemical Properties,Uses,Production

Description

Pyrogallol is a natural oxidant that can generate superoxide (O2-) in alkaline solutions through autoxidation to a semiquinone radical. Importantly, the semiquinone radical can react with O2- in an acidic environment to produce a quinone and H2O2. Pyrogallol autoxidation is used in superoxide dismutase activity assays. It can also be used in assays to assess antioxidant capacity. Pyrogallol is used in some biological systems as an O2- scavenger. In other biological systems, it is used as an O2- generator. Pyrogallol effectively scavenges DPPH radical and ABTS+ in vitro. Pyrogallol is a product of tannin degradation to gallic acid by ruminant microbes and has hepatotoxic and nephrotoxic effects in vivo.

Chemical Properties

White or nearly white needle- or leaf-shaped crystals or crystalline powder.Pyrogallol is practically odorless.

Chemical Properties

white crystalline solid
Pyrogallol color

Uses

Pyrogallol is used in the manufacture of various dyes; in dyeing furs, hairs, and feathers; for staining leather; in engraving;as a developer in photography; and as an analytical reagent..

Uses

Pyrogallol possesses importance as a spectrophotometric reagent in the determination of niobium and tantalum. The absorptions of niobium and tantalum complexes are usually measured at 340 and 335 nm, respectively. The niobium complex is formed in slightly acidic medium, and the tantalum complex in strongly acidic medium (4 N HC1). The absorption spectra are pH-dependen.

Uses

Complexing agent; reducing agent; alkaline solution indicator for gaseous oxygen.

Definition

ChEBI: A benzenetriol carrying hydroxy groups at positions 1, 2 and 3.

Production Methods

Pyrogallol is prepared by heating dried gallic acid at about 200°C with the loss of carbon dioxide or by the chlorination of cyclohexanol to tetrachlorocyclohexanone, followed by hydrolysis.

General Description

Odorless white to gray solid. Sinks and mixes with water.

Air & Water Reactions

Turns gray on exposure to light or air. Water soluble.

Reactivity Profile

Pyrogallol is a strong reducing agent. Reacts with alkalis, NH3, antipyrine, camphor, phenol, iron and lead salts, iodine, lime water, menthol and KMnO4.

Hazard

Toxic by ingestion and skin absorption.

Health Hazard

The toxic symptoms are similar to those of phenol. It can enter the body by absorption through skin and ingestion. The poisoning effects are nausea, vomiting, gastritis, hemolysis, methemoglobinemia, kidney and liver damage, convulsions, and congestion of lungs. High doses can cause death. Ingestion of 2–3 g of solid can be fatal to humans. The LD50 values varied widely in species. The oral LD50 value in mice is about 300 mg/kg.

Health Hazard

Inhalation of dust causes irritation of nose and throat. Ingestion may cause severe gastrointestinal irritation, convulsions, circulatory collapse, and death. Contact with eyes causes irritation. Skin contact can cause local discoloration, irritation, eczema, and death; repeated contact can cause sensitization.

Fire Hazard

Pyrogallol is probably combustible.

Contact allergens

Pyrogallol belongs to the phenols group. It is an old photograph developer and a low sensitizer in hair dyes.

Biochem/physiol Actions

Pyrogallol also referred to as 1,2,3-trihydroxybenzene inhibits the response to nitric oxide (NO) in the rat anococcygeus muscle.

Safety Profile

Human poison by ingestion and subcutaneous routes. An experimental poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. 1 198 PPRSOO PYROSULFURYL CHLORIDE Readdy absorbed through the skin. Human systemic effects by ingestion: convulsions, dyspnea, gastrointestinal effects. A severe skin and eye irritant. Incompatible with alkalies, NH3, antipyrine, phenol, iron and lead salts, iodine, KMn04. When heated to decomposition it emits acrid smoke and irritating fumes. Used as a topical antibacterial agent, as an intermediate, hair dye component, and analytical reagent.

Carcinogenicity

Pyrogallol was not carcinogenic in mouse and rabbit chronic dermal studies. Mice were treated twice weekly with pyrogallol in acetone (50%) on the shaved flank for life. There was no increase in dermal or systemic tumors. A similar study in rabbits also revealed no skin tumors, although positive controls showed an increase in tumors in both mice and rabbits.
Pyrogallol was considered to be cocarcinogenic when administered dermally three times a week together with the skin carcinogen benzo[a]pyrene for 440 days; pyrogallol administered alone caused no increase in skin tumors.

Properties and Applications

Due to its oxygen radical generating property, pyrogallol is commonly used as a photographic developing agent, in hair dying industry, as an antiseptic and to calculate the amount of oxygen in the air.

References

[1] LUC MAGNANI  Jean C H  Emile M Gaydou. Spectrophotometric measurement of antioxidant properties of flavones and flavonols against superoxide anion[J]. Analytica Chimica Acta, 2000, 411 1: Pages 209-216. DOI: 10.1016/s0003-2670(00)00717-0
[2] LI* X. Improved Pyrogallol Autoxidation Method: A Reliable and Cheap Superoxide-Scavenging Assay Suitable for All Antioxidants[J]. Journal of Agricultural and Food Chemistry, 2012, 60 25: 6418-6424. DOI: 10.1021/jf204970r
[3] CHI-SEN CHANG  Guia H L  Chia Lin Chang. Reactive oxygen species scavenging activities in a chemiluminescence model and neuroprotection in rat pheochromocytoma cells by astaxanthin, beta-carotene, and canthaxanthin[J]. Kaohsiung Journal of Medical Sciences, 2013, 29 8: Pages 412-421. DOI: 10.1016/j.kjms.2012.12.002
[4] TINGTING WANG. Fisetin Protects DNA Against Oxidative Damage and Its Possible Mechanism.[J]. Advanced pharmaceutical bulletin, 2016, 6 2: 267-270. DOI: 10.15171/apb.2016.037
[5] AMY L SINDLER. Age and exercise training alter signaling through reactive oxygen species in the endothelium of skeletal muscle arterioles.[J]. Journal of applied physiology, 2013: 681-693. DOI: 10.1152/japplphysiol.00341.2012
[6] V MORENO-MANZANO. Selective involvement of superoxide anion, but not downstream compounds hydrogen peroxide and peroxynitrite, in tumor necrosis factor-alpha-induced apoptosis of rat mesangial cells.[J]. The Journal of Biological Chemistry, 2000, 275 17: 12684-12691. DOI: 10.1074/jbc.275.17.12684
[7] SINDHU MATHEW  Zainul A Z  T Emilia Abraham. Reactivity of phenolic compounds towards free radicals under in vitro conditions[J]. Journal of Food Science and Technology, 2015, 52 9: 5790-5798. DOI: 10.1007/s13197-014-1704-0
[8] REED J D. Nutritional toxicology of tannins and related polyphenols in forage legumes.[J]. Journal of animal science, 1995, 73 5: 1516-1528. DOI: 10.2527/1995.7351516x

17864-23-2
87-66-1
Synthesis of Pyrogallol from Benzene, 1,2,3-tris[(trimethylsilyl)oxy]-
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