Basic information
- CAS
2460-77-7- Standard SMILES
CC(C)(C)C1=CC(=O)C(C(C)(C)C)=CC1=O- InChIKey
ZZYASVWWDLJXIM-UHFFFAOYSA-N- Molecular formula
- C14H20O2
- Average molar mass
- 220.31 g/mol
- Monoisotopic mass
- 220.14632988
Overview
2,5-di-tert-Butyl-1,4-benzoquinone is a member of benzoquinones and a member of p-quinones.
Names & identifiers
- Preferred name
- 2,5-Di-tert-butylbenzoquinone
- IUPAC
- 2,5-ditert-butylcyclohexa-2,5-diene-1,4-dione
- English name
- 2,5-Di-tert-butyl-1,4-benzoquinone
- Molecular formula
- C14H20O2
- Molecular weight
- 220.31
Names & synonyms
2,5-Di-tert-butylbenzoquinone2,5-TBQRefChem:4441952460-77-72,5-Di-tert-butyl-1,4-benzoquinone2,5-di-tert-butylcyclohexa-2,5-diene-1,4-dione2,5-Di-tert-butyl-p-benzoquinone2,5-Cyclohexadiene-1,4-dione, 2,5-bis(1,1-dimethylethyl)-2,5-di-tert-Butyl-p-quinone2,5-Di-tert-butylquinone2,5-Di-tert-butylsemiquinone2,5-ditert-butylcyclohexa-2,5-diene-1,4-dione
Show more names
25-DBQ2,5-Di-tert<Butylbenzoquinone2,5-di-tert-butyl-p-benzoquinon2,5-tert-butyl-1,4-benzoquinone
NSC 7489p-Benzoquinone, 2,5-di-tert-butyl-DTXSID30448892,5-ditert-butyl-1,4-benzoquinoneMFCD00019442NSC 435792,5-DI-T-BUTYL-P-BENZOQUINONENSC43579
Database identifiers
- CAS
2460-77-7- PubChem CID
- 17161
- DTXSID
Properties
Computed structural properties
- XLogP
- 3.4
- Topological polar surface area
- 34.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 355
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Aromatic Ketones
Color/FormYELLOW CRYSTALS FROM ALCOHOL
SolubilityINSOL IN WATER; SOL IN ETHER, BENZENE, ACETIC ACID, HOT ALCOHOL
Melting Point152.5 °C
Physical DescriptionYellow solid; [HSDB] Yellow crystalline powder; [MSDSonline]
Physicochemical properties
- Melting point
- 152 · 152-154 °C (lit.)
- Boiling point
- 321.25 °C · 321.25°C (rough estimate)
- Density
- 1.0106 · 1.0106 (rough estimate)
- vapor pressure
- 0.241 Pa · 0.241Pa at 20℃
- refractive index
- 1.497 · 1.4970 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- form
- powder to crystal
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (98.8%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 86 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(1,1-dimethylethyl)-
REACH registered substance: 2,5-di-tert-butyl-p-benzoquinone (EC: 219-552-0)
Hazards SummaryAn irritant; [MSDSonline] See Quinone.
Hazard Classes and CategoriesSkin Irrit. 2 (98.8%)
Safety & protection
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Toxicology
Human Toxicity ExcerptsChronic neurotoxic effects include vision disturbances. /From table; Quinones/
Chemistry & industry
Pharmacology
Metabolism/MetabolitesQuinones (ie, 6,12-dione) have been shown to undergo oxidation-reduction cycles involving quinone, hydroquinone, and molecular oxygen, resulting in the formation of oxygen radicals and semiquinone radicals. /Quinones/
Uses & manufacturing
General Manufacturing Information2,5-Cyclohexadiene-1,4-dione, 2,5-bis(1,1-dimethylethyl)-: ACTIVE
Applications
Uses2,5-Di-tert-butyl-1,4-benzoquinone (DTBBQ) is an 2,5-disubstituted quinone. It is an antibacterial compound. It has been isolated from marine Streptomyces sp. VITVSK1. Pressure dependance on the intramolecular and intermolecular migration rates of Na+ and K+ in a 2,5-di-tert-butyl-1,4-benzoquinone ion pair have been evaluated by using a high-pressure EPR technique.
General Description2,5-Di-tert-butyl-1,4-benzoquinone (DTBBQ) is an 2,5-disubstituted quinone. It is an antibacterial compound. It has been isolated from marine Streptomyces sp. VITVSK1. Pressure dependance on the intramolecular and intermolecular migration rates of Na+ and K+ in a 2,5-di-tert-butyl-1,4-benzoquinone ion pair have been evaluated by using a high-pressure EPR technique.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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