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137-18-8

2,5-dimethyl-p-benzoquinone

CAS: 137-18-8

Molecular Formula: C8H8O2

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137-18-8 - Names and Identifiers

Name 2,5-dimethyl-p-benzoquinone
Synonyms XYLOQUINONE
p-Xyloquinone
Phlorone-quinone
2,5-dimethyl-p-benzoquinone
2,5-Dimethylcyclohexa-2,5-diene-1,4-dione
2,5-Dimethyl-1,4-benzoquinone2,5-Dimethyl-p-quinonePhlorone
CAS 137-18-8
EINECS 205-283-6
InChI InChI=1/C8H8O2/c1-5-3-8(10)6(2)4-7(5)9/h3-4H,1-2H3

137-18-8 - Physico-chemical Properties

Molecular FormulaC8H8O2
Molar Mass136.15
Density1.1150 (rough estimate)
Melting Point123-125 °C
Boling Point69-80℃
Flash Point71.1°C
Solubility toluene: soluble0.5g/10 mL, clear to faintly turbid, yellow to brown
Vapor Presure0.317mmHg at 25°C
AppearanceCrystalline Powder
ColorYellow to brown
BRN2041348
Storage Condition2-8°C
Refractive Index1.5090 (estimate)
MDLMFCD00041737

137-18-8 - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
Risk CodesR22 - Harmful if swallowed
R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39 - Wear suitable gloves and eye/face protection
UN IDsUN 2811 6.1/PG 3
WGK Germany3
RTECSDK4800000
HS Code29146990

137-18-8 - Reference Information

EPA chemical information Information provided by: ofmpub.epa.gov (external link)
overview benzoquinone compounds are not only widely used in medical treatment, chemical industry, biological drugs, etc., but also an important organic intermediate. 2, 5-dimethyl-p-benzoquinone can be used as an intermediate in pharmaceutical synthesis. If 2, 5-dimethyl-p-benzoquinone is inhaled, please move the patient to fresh air. If the skin is in contact with the skin, remove the contaminated clothes, rinse the skin thoroughly with soapy water and clear water, and see a doctor if you feel uncomfortable. If you are in contact with clear eyes, you should separate the eyelids, rinse with flowing water or normal saline, and see a doctor immediately. If you eat, rinse your mouth immediately, prohibit vomiting, and see a doctor immediately.
Preparation The preparation of 2,5-dimethyl-p-benzoquinone is as follows:
Method 1: Add 80 grams of 2,5-dimethylphenol in 300 ml. Place dimethylformamide in 500 ml. The resin kettle oxidizer is equipped with air inlet, agitator, thermometer and reflux condenser. 2.5 grams of saladine catalyst was added and the contents were heated to a temperature of 35°C. Air is then introduced at a rate of 0.30 liters/minute. The agitator runs at 277rpm. When the oxidation device reaches a pressure of 150psi, exhaust is started to control the pressure. Continue to oxidize until 2, 6-dimethylphenol is no longer present. By quenching the reaction solution with cold water, filtering and drying, the 2, 5-dimethyl-p-benzoquinone product is separated, which has good purity. 99% yields of dimethylquinone were obtained.
method 2: 0.1 mmol2, 5-dimethylphenol, trifluorotoluene, solid catalyst onion carbon, oxidant tert-butyl hydrogen peroxide were added into a closed glass container and mixed, and then sonicated to form a suspension (time is 5min). Among them, the molar ratio of trifluorotoluene 5ml, onion carbon to 2,3, 6-trimethyl to phenol is 6.66:1. The molar ratio of oxidant to 2,3, 6-trimethyl to phenol is 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, take out the reaction vessel from the oil bath pan, cool to room temperature, pour out the liquid-solid mixture, and filter it to obtain a solid catalyst and the remaining liquid phase mixture, and separate 2, 5-dimethyl-p-benzoquinone product.
Last Update:2024-04-09 15:16:47
137-18-8
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