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| CAS No.: | 719-22-2 |
|---|---|
| Name: | 2,6-Di-tert-butylbenzoquinone |
| Article Data: | 294 |
| Molecular Structure: | |
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| Formula: | C14H20 O2 |
| Molecular Weight: | 220.312 |
| Synonyms: | p-Benzoquinone,2,6-di-tert-butyl- (6CI,8CI);2,6-Bis(1,1-dimethylethyl)-2,5-cyclohexadiene-1,4-dione; 2,6-Bis[1,1-dimethylethyl]quinone; 2,6-Di-tert-butyl-1,4-benzoquinone;2,6-Di-tert-butyl-2,5-cyclohexadien-1,4-dione;2,6-Di-tert-butyl-2,5-cyclohexadiene-1,4-dione;2,6-Di-tert-butyl-p-benzoquinone; 2,6-Di-tert-butyl-p-quinone;2,6-Di-tert-butylbenzoquinone; 2,6-Di-tert-butylquinone;3,5-Di-tert-butyl-p-benzoquinone; 3,5-Di-tert-butylquinone; NSC 14448 |
| EINECS: | 211-946-0 |
| Density: | 1.027 g/cm3 |
| Melting Point: | 65-67 ºC |
| Boiling Point: | 285.4 °C at 760 mmHg |
| Flash Point: | 106.2 °C |
| Appearance: | orange powder |
| Hazard Symbols: |
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| Risk Codes: | R36/37/38 |
| Safety: | Moderately toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating vapors. |
| PSA: | 34.14000 |
| LogP: | 3.08320 |
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Chemistry
Molecular Formula: C14H20O2 
Formula Weight: 220.31
IUPAC Name: 2,6-ditert-butylcyclohexa-2,5-diene-1,4-dione
Synonyms: 2,6-di-tert-Butyl-para-benzoquinone ; 2,6-di-tert-butyl-p-benzoquino ; 2,5-cyclohexadiene-1,4-dione,2,6- ; 2,6-bis(1,1-dimethylethyl)-2,5-cyclohexadiene-1,4-dione
Melting Point: 65-67 °C(lit.)
Flash Point of 2,6-Di-tert-butyl-p-benzoquinone (719-22-2): >110 °C(230 °F)
Boiling Point: 75-80 °C (0.7 mmHg)
Density of 2,6-Di-tert-butyl-p-benzoquinone (719-22-2): 1.027 g/cm3
Vapour Pressure: 0.00281 mmHg at 25°C
Index of Refraction: 1.504
Chemical Properties: 2,6-Di-tert-butyl-p-benzoquinone (719-22-2) is an orange to brown crystal or crystalline powder
Uses
2,6-Di-tert-butyl-p-benzoquinone (719-22-2) is used as an organic synthesis intermediate and pharmaceutical intermediate.
Production
First 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and 2,6-di-tert-butyl-4-methoxyphenol dissolved in methanol, then purging with nitrogen gas, stirring and reacting for 12 hours. Though vacuum concentration, using boiling benzene to process the residues. Then smoothing insoluble hydroquinone transformed from DDQ, after concentrating the filtrate, we can obtain yellow solids. At last, washing the yellow solids with methanol-water solution and filtering to gain 2,6-Di-tert-butyl-p-benzoquinone (719-22-2).
Toxicity Data With Reference
| 1. | ipr-mus LD50:2270 mg/kg | TOLED5 Toxicology Letters. 6 (1980),173. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Moderately toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes : Xi: Irritant 
Risk Statements : 36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements : 26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
22: Do not breathe dust
WGK Germany : 3
RTECS : DK3970000
Specification
2,6-Di-tert-butyl-p-benzoquinone (719-22-2) is an orange to brown crystal or crystalline powder and used as an intermediate. It is stable under normal temperatures and pressures. It may cause eye and skin irritation, and should store in a tightly closed container with a cool, dry, well-ventilated area away from incompatible substances.