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1,2,4-Benzenetriol

CAS No.
533-73-3
Chemical Name:
1,2,4-Benzenetriol
Synonyms
1,2,4-TRIHYDROXYBENZENE;Benzene-1,2,4-triol;HYDROXYHYDROQUINONE;1,2,4-Benzentril;Phloroglucinol Impurity 5;HHQ;NSC 2818;Oxyhydrochinon;OXYHYDROQUINONE;4-Hydroxycatechol
CBNumber:
CB8356419
Molecular Formula:
C6H6O3
Molecular Weight:
126.11
MDL Number:
MFCD00002198
MOL File:
533-73-3.mol
MSDS File:
SDS
Last updated:2024-03-27 18:00:30

1,2,4-Benzenetriol Properties

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 in dark place,Inert atmosphere,Room temperature
solubility DMSO (Sparingly), Methanol (Slightly)
form Solid
pka 9.58±0.10(Predicted)
color Plates from Et2O
Water Solubility freely soluble
Sensitive Air Sensitive
Merck 14,1073
BRN 2042863
Stability Light Sensitive, Moisture Sensitive
CAS DataBase Reference 533-73-3(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 173O8B04RD
NIST Chemistry Reference 1,2,4-Benzenetriol(533-73-3)
EPA Substance Registry System 1,2,4-Benzenetriol (533-73-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H315-H318-H335
Precautionary statements  P280-P301+P312+P330-P302+P352-P305+P351+P338+P310
Hazard Codes  Xn,Xi
Risk Statements  22-37/38-41-36/37/38-20/21/22
Safety Statements  26-39-36/37/39-22
WGK Germany  3
RTECS  DC4200000
Hazard Note  Irritant/Keep Cold/Air Sensitive
TSCA  Yes
HS Code  2907 29 00
Toxicity oms-hmn:lym 50 mmol/L CNREA8 45,2471,85
NFPA 704
1
2 0

1,2,4-Benzenetriol price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.43791 1,2,4-Trihydroxybenzene for synthesis 533-73-3 5G $196 2024-03-01 Buy
Sigma-Aldrich 8.43791 1,2,4-Trihydroxybenzene for synthesis 533-73-3 25g $439 2024-03-01 Buy
Sigma-Aldrich 173401 1,2,4-Benzenetriol ReagentPlus , 99% 533-73-3 1g $89.1 2024-03-01 Buy
Sigma-Aldrich 173401 1,2,4-Benzenetriol ReagentPlus , 99% 533-73-3 5g $306 2024-03-01 Buy
TCI Chemical H0249 1,2,4-Trihydroxybenzene >98.0%(GC) 533-73-3 10g $138 2024-03-01 Buy
Product number Packaging Price Buy
8.43791 5G $196 Buy
8.43791 25g $439 Buy
173401 1g $89.1 Buy
173401 5g $306 Buy
H0249 10g $138 Buy

1,2,4-Benzenetriol Chemical Properties,Uses,Production

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.

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.

Safety Profile

Poison by subcutaneous and intraperitoneal routes. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

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.]

613-03-6
533-73-3
Synthesis of 1,2,4-Benzenetriol from 1,2,4-Triacetoxybenzene
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View Lastest Price from 1,2,4-Benzenetriol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,2,4-Trihydroxybenzene pictures 2024-03-28 1,2,4-Trihydroxybenzene
533-73-3
US $9.00-70.00 / g 10g 99% 10 tons Hebei Kangcang new material Technology Co., LTD
1,2,4-Benzenetriol pictures 2023-12-26 1,2,4-Benzenetriol
533-73-3
US $0.00 / kg 1kg 99% 1000000 Hebei Jingbo New Material Technology Co., Ltd
1,2,4-Benzenetriol pictures 2023-09-23 1,2,4-Benzenetriol
533-73-3
US $50.00-10.00 / kg 1kg 0.99 20 tons Hebei Yanxi Chemical Co., Ltd.
OXYHYDROQUINONE 1,2,4-BENZENETRIOL 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 99% 1,2,4-Trihydroxybenzene,99% 1,2,4-Benzenetriol~Hydroxyhydroquinone 1,2,4-Trihydroxybenzoic acid 1,2,4-Trihydroxybenzene 99% Benzene-1,3,4-triol 1,2,4-Benzenetriol,95% 1,2,4-Benzenetriol,99% 1,2,4-BENZENETRIOL (1,2,4-TRIHYDROXYBENZENE) 2-Hydroxyhydroquinone 2-Hydroxy-p-benzohydroquinone 4-Hydroxycatechol HHQ NSC 2818 1,2,4-TRIHYDROXYBENZENE / 1,2,4-BENZENETRIOL 1,2,4-three benzenephenol 1,2,4-Benzenetriol ReagentPlus(R), 99% 1,2,4-Trihydroxybenzene, 95+% 1,2,4-Trihydroxybene 1,2,4-Benzenetriol Vetec(TM) reagent grade, 98% 1,2,4-Trihydroxybenzene for synthesis Phloroglucinol Impurity E 1,2,4-Trihydroxybenzene> Phloroglucinol EP Impurity E 1,2,4-Trihydroxybenzene (Paroxetine Impurity) Paroxetine impurities780 Phloroglucinol Impurity 5 1,2,4-Benzentril Benzene-1,2,4-triol HYDROXYHYDROQUINONE 1,2,4-TRIHYDROXYBENZENE 1,2,4-thihydroxy benzene hair dye intermediate Phloroglucinol Impurity 5 (Phloroglucinol EP Impurity E) 533-73-3 Aromatic Hydrocarbons (substituted) & Derivatives Aromatics Compounds Aromatics Metabolites & Impurities bc0001