P-XYLOQUINONE
- Product Name
- P-XYLOQUINONE
- CAS No.
- 137-18-8
- Chemical Name
- P-XYLOQUINONE
- Synonyms
- Floron;PHLORONE;XYLOQUINONE;Metaphlorone;P-XYLOQUINONE;2,5-XYLOQUINONE;Phlorone-quinone;PARA-XYLOQUINONE;p-Xyloquinone >2,5-Dimethylquinone
- CBNumber
- CB0437589
- Molecular Formula
- C8H8O2
- Formula Weight
- 136.15
- MOL File
- 137-18-8.mol
P-XYLOQUINONE Property
- Melting point:
- 123-125 °C
- Boiling point:
- 69-80℃
- Density
- 1.1150 (rough estimate)
- refractive index
- 1.5090 (estimate)
- storage temp.
- 2-8°C
- solubility
- toluene: soluble0.5g/10 mL, clear to faintly turbid, yellow to brown
- form
- Crystalline Powder
- color
- Yellow to brown
- BRN
- 2041348
- InChI
- 1S/C8H8O2/c1-5-3-8(10)6(2)4-7(5)9/h3-4H,1-2H3
- InChIKey
- MYKLQMNSFPAPLZ-UHFFFAOYSA-N
- SMILES
- CC1=CC(=O)C(C)=CC1=O
- CAS DataBase Reference
- 137-18-8
- EPA Substance Registry System
- 2,5-Cyclohexadiene-1,4-dione, 2,5-dimethyl- (137-18-8)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26-37/39
- RIDADR
- UN 2811 6.1/PG 3
- WGK Germany
- 3
- RTECS
- DK4800000
- TSCA
- TSCA listed
- HS Code
- 29146990
- Storage Class
- 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects - Hazard Classifications
- Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 39579
- Product name
- 2,5-Dimethyl-1,4-benzoquinone
- Purity
- ≥98.0%
- Packaging
- 5g
- Price
- $210
- Updated
- 2025/07/31
- Product number
- 39579
- Product name
- 2,5-Dimethyl-1,4-benzoquinone
- Purity
- ≥98.0%
- Packaging
- 25g
- Price
- $732
- Updated
- 2025/07/31
- Product number
- D0686
- Product name
- p-Xyloquinone
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $34
- Updated
- 2025/07/31
- Product number
- D0686
- Product name
- p-Xyloquinone
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $114
- Updated
- 2025/07/31
- Product number
- D0686
- Product name
- p-Xyloquinone
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $419
- Updated
- 2025/07/31
P-XYLOQUINONE Chemical Properties,Usage,Production
Chemical Properties
yellow to brown crystalline powder
Uses
2,5-Dimethyl-1,4-benzoquinone may be used in a key step involved in the total synthesis of (?)-cyathin A3.
Synthesis Reference(s)
Synthetic Communications, 25, p. 1669, 1995 DOI: 10.1080/00397919508015851
The Journal of Organic Chemistry, 53, p. 5453, 1988 DOI: 10.1021/jo00258a010
General Description
2,5-Dimethyl-1,4-benzoquinone is a quinone derivative. Its reaction with jack bean urease in phosphate buffer, pH 7.8 has been studied. It is present as one of the component of defensive secretion of opilionid Acanthopachylus aculeatus. It has been investigated as inhibitor of jack bean urease in 50mM phosphate buffer, pH 7.0.
Synthesis
2,5-Dimethyl-p-benzoquinone was prepared as follows:
Method 1: 80 g of 2,5-dimethylphenol was added to 300 mL. Dimethylformamide in 500 ml. The resin kettle oxidizer is provided with an air inlet, stirrer, thermometer and reflux condenser. 2.5 g of saladine catalyst is added and the contents are heated to a temperature of 35??C. Air was then introduced at a rate of 0.30 l/min. The stirrer was run at 277 rpm. When the oxidation unit reached a pressure of 150 psi, venting was initiated to control the pressure. Oxidation was continued until 2,6-dimethylphenol was no longer present. The 2,5-dimethyl-p-benzoquinone product was isolated with good purity by quenching the reaction solution with cold water, filtering and drying. A yield of 99% dimethylquinone was obtained.
Method 2: 0.1 mmol of 2,5-dimethylphenol was mixed with trifluorotoluene, solid catalyst onion carbon, and oxidizing agent tert-butyl hydrogen peroxide by adding them to a closed glass vessel, and then ultrasonicated to form a suspension (for 5 min). Wherein, 5 ml of trifluorotoluene, the molar ratio of onion carbon to 2,3,6-trimethyl-p-phenol was 6.66: 1. The molar ratio of oxidizer to 2,3,6-trimethyl-p-phenol was 3.6: 1. The mixed suspension was placed in an oil bath and heated to 80??C under stirring conditions. After 12 hours of reaction, the reaction vessel was removed from the oil bath, cooled to room temperature, and the liquid-solid mixture was poured out, which was filtered to obtain the solid catalyst and the remaining liquid-phase mixture, and the 2,5-dimethyl-p-benzoquinone product was isolated.
Purification Methods
Crystallise the quinone from EtOH. [Beilstein 7 IV 2090.]
P-XYLOQUINONE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from P-XYLOQUINONE manufacturers
- Product
- P-XYLOQUINONE 137-18-8
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 1000KG
- Release date
- 2024-07-11
- Product
- P-XYLOQUINONE 137-18-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2019-12-25