ChemicalBook > CAS DataBase List > 1,2,4-Benzenetriol

1,2,4-Benzenetriol

Product Name
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
Formula Weight
126.11
MOL File
533-73-3.mol
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1,2,4-Benzenetriol Property

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)
NIST Chemistry Reference
1,2,4-Benzenetriol(533-73-3)
EPA Substance Registry System
1,2,4-Benzenetriol (533-73-3)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.43791
Product name
1,2,4-Trihydroxybenzene
Purity
for synthesis
Packaging
5G
Price
$196
Updated
2024/03/01
Sigma-Aldrich
Product number
8.43791
Product name
1,2,4-Trihydroxybenzene
Purity
for synthesis
Packaging
25g
Price
$439
Updated
2024/03/01
Sigma-Aldrich
Product number
173401
Product name
1,2,4-Benzenetriol
Purity
ReagentPlus , 99%
Packaging
1g
Price
$89.1
Updated
2024/03/01
Sigma-Aldrich
Product number
173401
Product name
1,2,4-Benzenetriol
Purity
ReagentPlus , 99%
Packaging
5g
Price
$306
Updated
2024/03/01
TCI Chemical
Product number
H0249
Product name
1,2,4-Trihydroxybenzene
Purity
>98.0%(GC)
Packaging
10g
Price
$138
Updated
2024/03/01
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1,2,4-Benzenetriol Chemical Properties,Usage,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.]

1,2,4-Benzenetriol Preparation Products And Raw materials

Raw materials

1,2,4-Triacetoxybenzene Triester 1,4-Benzoquinone

Preparation Products

2,4,5-TRIHYDROXYBENZALDEHYDE
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1,2,4-Benzenetriol Suppliers

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View Lastest Price from 1,2,4-Benzenetriol manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
1, 2, 4-Benzenetriol 533-73-3
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500kg
Release date
2024-12-16
HebeiShuoshengImportandExportco.,Ltd
Product
1,2,4-Benzenetriol 533-73-3
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-09
Hebei Longbang Technology Co., Ltd
Product
1,2,4-Benzenetriol 533-73-3
Price
US $6.00/kg
Min. Order
1kg
Purity
More than 99%
Supply Ability
2000KG/Month
Release date
2024-04-26

533-73-3, 1,2,4-BenzenetriolRelated Search:

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  • OXYHYDROQUINONE
  • 1,2,4-TRIHYDROXYBENZENE
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  • 1,3,4-Trihydroxybenzene
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  • 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
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  • 1,2,4-Trihydroxybene
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  • Phloroglucinol Impurity E
  • Phloroglucinol Impurity 5
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  • Phloroglucinol EP Impurity E
  • 1,2,4-Trihydroxybenzene (Paroxetine Impurity)
  • Paroxetine impurities780
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  • Phloroglucinol Impurity 5 (Phloroglucinol EP Impurity E)
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  • Aromatic Hydrocarbons (substituted) & Derivatives
  • Aromatics Compounds
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  • Metabolites & Impurities
  • bc0001