| Identification | More | [Name]
1,2,4-Benzenetriol | [CAS]
533-73-3 | [Synonyms]
1,2,4-BENZENETRIOL
1,2,4-TRIHYDROXYBENZENE
Benzene-1,2,4-triol
HYDROXYHYDROQUINONE
OXYHYDROQUINONE
1,3,4-Benzenetriol
1,3,4-Trihydroxybenzene
2,5-Dihydroxyphenol
2-Hydroxy-1,4-hydroquinone
Hydroquinone, hydroxy-
hydroxy-hydroquinon
Oxyhydrochinon
1,2,4-Benzenetriol~Hydroxyhydroquinone
1,2,4-Trihydroxybenzoic acid
1,2,4-BENZENETRIOL 99%
1,2,4-Trihydroxybenzene,99%
1,2,4-Trihydroxybenzene 99%
1,2,4-TRIHYDROXYBENZENE/1,2,4-BENZENETRIOL
1,2,4-BENZENETRIOL (1,2,4-TRIHYDROXYBENZENE)
2-Hydroxyhydroquinone | [EINECS(EC#)]
208-575-1 | [Molecular Formula]
C6H6O3 | [MDL Number]
MFCD00002198 | [Molecular Weight]
126.11 | [MOL File]
533-73-3.mol |
| Chemical Properties | Back Directory | [Appearance]
Gray powder | [Melting point ]
140 °C (subl.) (lit.) | [Boiling point ]
194.21°C (rough estimate) | [density ]
1.45 g/cm3 (20℃) | [refractive index ]
1.5627 (estimate) | [storage temp. ]
Keep Cold | [solubility ]
DMSO (Sparingly), Methanol (Slightly) | [form ]
Solid | [pka]
9.58±0.10(Predicted) | [color ]
Plates from Et2O | [Water Solubility ]
freely soluble | [Sensitive ]
Air Sensitive | [Usage]
A metabolite of benzene. | [Merck ]
14,1073 | [BRN ]
2042863 | [Stability:]
Light Sensitive, Moisture Sensitive | [CAS DataBase Reference]
533-73-3(CAS DataBase Reference) | [NIST Chemistry Reference]
1,2,4-Benzenetriol(533-73-3) | [EPA Substance Registry System]
533-73-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S22:Do not breathe dust . | [WGK Germany ]
3
| [RTECS ]
DC4200000
| [Hazard Note ]
Irritant/Keep Cold/Air Sensitive | [TSCA ]
Yes | [HS Code ]
29072990 | [Safety Profile]
Poison by
subcutaneous and intraperitoneal routes.
Human mutation data reported. When
heated to decomposition it emits acrid
smoke and irritating fumes. | [Toxicity]
oms-hmn:lym 50 mmol/L CNREA8 45,2471,85 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
1,4-Benzoquinone-->1,2,4-Triacetoxybenzene | [Preparation Products]
2,4,5-TRIHYDROXYBENZALDEHYDE-->2,4,5-TRIHYDROXYBENZOIC ACID-->6,7-Dihydroxy-4-propyl-2H-chromen-2-one-->9-METHYL-2,3,7-TRIHYDROXY-6-FLUORONE HEMISULFATE |
| Hazard Information | Back Directory | [Chemical Properties]
Gray powder | [Physical properties]
1,2,4-Benzenetriol forms colorless platelets or prisms that quickly colorize in air. It is soluble in water and polar solvents, and slightly soluble in chloroform and carbon disulfide.
| [Uses]
1,2,4-Trihydroxybenzene is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.It is used as a metabolite of benzene. | [Uses]
A metabolite of benzene. | [Definition]
ChEBI: Benzene-1,2,4-triol is a benzenetriol carrying hydroxy groups at positions 1, 2 and 4. It has a role as a mouse metabolite. | [Production Methods]
1,2,4-Benzenetriol is synthesized by hydrolysis of 1,2,4-triacetoxybenzene, which is prepared by the acid-catalyzed
reaction of p-benzoquinone with acetic anhydride.
Other production methods for 1,2,4-Benzenetriol are oxidation of resorcinol with hydrogen peroxide and Dakin oxidation of 2,4- or
3,4-dihydroxybenzaldehydes or 2,4- or 3,4-dihydroxyacetophenones with alkaline hydrogen peroxide solution. | [General Description]
1,2,4-Benzenetriol is also known as hydroxyhydroquinone. It is an intermediary metabolite of benzene that is present in roasted coffee beans. It is mutagenic and it causes cleaving of DNA single strands by the generation of reactive oxygen species. | [Chemical Reactivity]
1,2,4-Benzenetriol is, like other phenols, a strong reducing
agent. Its basic aqueous solution absorbs gaseous
oxygen to produce black precipitates of the humic acid type. 1,2,4-Benzenetriol shows typical reactions of phenols. Derivatives of the
tautomeric keto form are also known: halogenation of hydroxyhydroquinone, for example, gives
1,2,5,5-tetrahalocyclohexene-3,4,6-trione. Condensation with ethylacetoacetate produces dihydroxycoumarin; reaction with phthalic anhydride
yields hydroxyhydroquinonephthalein. Monosubstitution of a hydroxy group by an amino
group occurs easily at room temperature and
gives 2,4-dihydroxyaniline. | [Purification Methods]
Crystallise the triol from Et2O or Et2O/EtOH, and dry it in a vacuum. The picrate forms orange-red needles m 96o. [Beilstein 6 H 1087, 6 I 541, 6 II 1071, 6 III 6276.] |
| Spectrum Detail | Back Directory | [Spectrum Detail]
1,2,4-Benzenetriol(533-73-3)MS
1,2,4-Benzenetriol(533-73-3)1HNMR
1,2,4-Benzenetriol(533-73-3)IR1
1,2,4-Benzenetriol(533-73-3)IR2
1,2,4-Benzenetriol(533-73-3)Raman
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