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
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)
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
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.
N-Bromosuccinimide Price
- Product number
- 8.43791
- Product name
- 1,2,4-Trihydroxybenzene
- Purity
- for synthesis
- Packaging
- 5G
- Price
- $196
- Updated
- 2024/03/01
- Product number
- 8.43791
- Product name
- 1,2,4-Trihydroxybenzene
- Purity
- for synthesis
- Packaging
- 25g
- Price
- $439
- Updated
- 2024/03/01
- Product number
- 173401
- Product name
- 1,2,4-Benzenetriol
- Purity
- ReagentPlus , 99%
- Packaging
- 1g
- Price
- $89.1
- Updated
- 2024/03/01
- Product number
- 173401
- Product name
- 1,2,4-Benzenetriol
- Purity
- ReagentPlus , 99%
- Packaging
- 5g
- Price
- $306
- Updated
- 2024/03/01
- Product number
- H0249
- Product name
- 1,2,4-Trihydroxybenzene
- Purity
- >98.0%(GC)
- Packaging
- 10g
- Price
- $138
- Updated
- 2024/03/01
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
Preparation Products
1,2,4-Benzenetriol Suppliers
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View Lastest Price from 1,2,4-Benzenetriol manufacturers
- 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
- 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
- Product
- 1,2,4-Benzenetriol 533-73-3
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1000000
- Release date
- 2023-12-25