3,5-Di-tert-butyl-1,2-benzoquinone
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Basic information
- CAS
3383-21-9- Standard SMILES
CC(C)(C)C1=CC(=O)C(=O)C(C(C)(C)C)=C1- InChIKey
NOUZOVBGCDDMSX-UHFFFAOYSA-N- Molecular formula
- C14H20O2
- Average molar mass
- 220.31 g/mol
- Monoisotopic mass
- 220.14632988
Names & identifiers
- Preferred name
- 3,5-Di-tert-butyl-1,2-benzoquinone
- IUPAC
- 3,5-ditert-butylcyclohexa-3,5-diene-1,2-dione
- English name
- 3,5-DI-TERT-BUTYL-O-BENZOQUINONE
- Molecular formula
- C14H20O2
- Molecular weight
- 220.31
Names & synonyms
3383-21-93,5-Di-tert-butyl-1,2-benzoquinone3,5-di-t-Butyl-o-benzoquinoneDTXSID70187478RefChem:4865803,5-DTBBQDTXCID80109969222-189-03,5-Di-tert-butyl-o-benzoquinone3,5-di-tert-butylcyclohexa-3,5-diene-1,2-dione3,5-Cyclohexadiene-1,2-dione, 3,5-bis(1,1-dimethylethyl)-3,5-di-tert-butylbenzo-1,2-quinone
Show more names
DTBQDibutylbenzoquinone3,5-ditert-butyl-1,2-benzene3,501-TERT-BUTYL-O-BENZOQUINONE
MFCD000016473,5-ditert-butylcyclohexa-3,5-diene-1,2-dioneo-Benzoquinone, 3,5-di-tert-butyl-3,5-Ditert-butylbenzo-1,2-quinoneEINECS 222-189-0NSC 1490613,5-Di-tert-butyl-o-quinone3,5-di-t-butyl-1,2-benzoquinone
Database identifiers
- CAS
3383-21-9- PubChem CID
- 76915
- DTXSID
DTXSID70187478- ChEMBL
CHEMBL365161- EC Number
- 222-189-0
- Nikkaji
- J80.711G
Properties
Computed structural propertiesFilling in
- XLogP
- 3.3
- 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
- 395
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Aromatic Ketones
Physical DescriptionDark red crystalline solid; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 112 · 112-114 °C(lit.)
- Boiling point
- 321.25 °C · 321.25°C (rough estimate)
- Density
- 1.0106 · 1.0106 (rough estimate)
- refractive index
- 1.497 · 1.4970 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Sparingly), Methanol (Very Slightly)
- form
- Solid
- color
- Very Dark Green to Very Dark Brown
- BRN
- 2047944 · 2047944
- Stability
- Stable. Incompatible with reducing agents, strong oxidizing agents.
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 (100%): 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 4 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information3,5-Cyclohexadiene-1,2-dione, 3,5-bis(1,1-dimethylethyl)-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin, respiratory tract, and strong eye irritant; [Alfa Aesar MSDS] See Quinone.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29146990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Applications
Uses3,5-Di-tert-butyl-o-benzoquinone was used in the preparation of benzoxazoles derivative ligands. It was also used in the preparation of 1,4-benzodioxines via hetero Diels Alder reaction with acyclic dienes.
Uses4,6-Di-tert-butyl-1,2-benzoquinone is a Ortho-Quinone derivative is know to possess a number of biological properties such as antitumoral, antimicrobacterial and anti-cardiovascular disease.
General DescriptionReactions of the phosphinidene-bridged complexes [Fe2(η5-C5H5)2(μ-PR)(μ-CO)(CO)2] (R = Cy, Ph) with 3,5-di-tert-butyl-o-benzoquinone has been reported.
Upstream & downstream products
Downstream products
Related reactions
28 records
Compound notes
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