| Identification | More | [Name]
Pyrogallol | [CAS]
87-66-1 | [Synonyms]
1,2,3-BENZENETRIOL TRIMETHYL ETHER
1,2,3-TRIHYDROXYBENZENE TRIMETHYL ETHER
1,2,3-TRIMETHOXYBENZENE
PYROGALLIC ACID TRIMETHYL ETHER
PYROGALLOL TRIMETHYL ETHER
1,2,3-Trihydroxybenzen
1,2,3-trihydroxy-benzen
1,2,3-trihydroxybenzen(czech)
1,2,3-trihydroxybenzene(pyrogallol)
2,3-Dihydroxyphenol
Benzene, 1,2,3-trihydroxy-
benzene-1,2,3-triol
C.I. Oxidation Base 32
c.i.oxidationbase32
cioxidationbase32
Fouramine base ap
Fouramine Brown AP
fouraminebrownap
Fourrine 85
Fourrine PG | [EINECS(EC#)]
211-207-2 | [Molecular Formula]
C6H6O3 | [MDL Number]
MFCD00008358 | [Molecular Weight]
126.11 | [MOL File]
87-66-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystalline solid | [Melting point ]
43-47 °C(lit.)
| [Boiling point ]
309 °C | [density ]
1.112 g/mL at 25 °C(lit.)
| [vapor density ]
4.4 (vs air)
| [vapor pressure ]
10 mm Hg ( 167.7 °C)
| [refractive index ]
n20/D 1.387
| [Fp ]
>230 °F
| [storage temp. ]
Desiccate at RT | [solubility ]
water: soluble | [form ]
Very Fine Crystalline Powder | [pka]
pK1:9.03(0);pK2:11.63(+1) (25°C) | [color ]
White | [PH]
4-5 (50g/l, H2O, 20℃) | [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. | [Water Solubility ]
400 g/L (25 ºC) | [Sensitive ]
Light Sensitive | [Detection Methods]
HPLC,NMR | [Merck ]
14,8000 | [BRN ]
907431 | [Contact allergens]
Pyrogallol belongs to the phenols group. It is an old
photograph developer and a low sensitizer in hair dyes. | [InChIKey]
WQGWDDDVZFFDIG-UHFFFAOYSA-N | [LogP]
-0.47 | [CAS DataBase Reference]
87-66-1(CAS DataBase Reference) | [NIST Chemistry Reference]
1,2,3-Benzenetriol(87-66-1) | [Storage Precautions]
Light sensitive;Store under nitrogen;Air sensitive | [EPA Substance Registry System]
87-66-1(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
white crystalline solid | [Uses]
Complexing agent; reducing agent; alkaline solution indicator for gaseous oxygen. | [Uses]
Metal-complexing agent | [Definition]
ChEBI: A benzenetriol carrying hydroxy groups at positions 1, 2 and 3. | [General Description]
Odorless white to gray solid. Sinks and mixes with water. | [Reactivity Profile]
PYROGALLIC ACID(87-66-1) is a strong reducing agent. Reacts with alkalis, NH3, antipyrine, camphor, phenol, iron and lead salts, iodine, lime water, menthol and KMnO4. | [Air & Water Reactions]
Turns gray on exposure to light or air. Water soluble. | [Hazard]
Toxic by ingestion and skin absorption.
| [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]
This compound is probably combustible. | [Description]
Pyrogallol is a natural oxidant that can generate superoxide (O2-) in alkaline solutions through autoxidation to a semiquinone radical.1 Importantly, the semiquinone radical can react with O2- in an acidic environment to produce a quinone and H2O2.1 Pyrogallol autoxidation is used in superoxide dismutase activity assays.1 It can also be used in assays to assess antioxidant capacity.2,3 Pyrogallol is used in some biological systems as an O2- scavenger.4 In other biological systems, it is used as an O2- generator.5,6 Pyrogallol effectively scavenges DPPH radical (Item No. 14805) and ABTS+ in vitro.7 Pyrogallol is a product of tannin degradation to gallic acid (Item No. 11846) by ruminant microbes and has hepatotoxic and nephrotoxic effects in vivo.8 | [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. | [Biochem/physiol Actions]
Pyrogallol also referred to as 1,2,3-trihydroxybenzene inhibits the response to nitric oxide (NO) in the rat anococcygeus muscle. | [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. |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R68:Possible risk of irreversible effects.
R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [RTECS ]
UX2800000
| [F ]
8 | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29072200 | [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. | [Hazardous Substances Data]
87-66-1(Hazardous Substances Data) | [Toxicity]
LD50 orally in rabbits: 1.6 g/kg (Dollahite) |
| Raw materials And Preparation Products | Back Directory | [Preparation Products]
Atracurium besylate-->1,2,3-Trimethoxybenzene-->Coenzyme Q10-->1,4-BUTANEDIOL DIACRYLATE-->4-Hydroxybutyl acrylate-->7,8-DIHYDROXY-4-METHYLCOUMARIN-->Exifone-->BENDIOCARB-->1-CHLOROMETHYL-2,3,4-TRIMETHOXYBENZENE-->Gallamine triethiodide-->1,3-Benzenediol, 2,5-dimethoxy--->GALLEIN-->7,8-Dihydroxyflavone-->7,8-Dihydroxycoumarin-->2'-HYDROXY-3',4'-DIMETHOXYACETOPHENONE-->5-TERT-BUTYLPYROGALLOL-->C.I.Mordant Green 22-->GALLEIN |
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