Dibutylbenzoquinone (CAS 3383-21-9) is a stable, sterically hindered ortho-quinone. This compound serves as a key redox-active building block in catalysis, polymer stabilization, and metal coordination chemistry due to its reversible electron transfer capability.
Name :
DibutylbenzoquinoneCAS No. :
3383-21-9MF :
C₁₄H₂₀O₂MW :
220.31Purity :
99%Appearance :
Dark green to dark brown solidStorage Condition :
Stable under normal conditions but incompatible with reducing agents and strong oxidizersBasic Information
Chemical Name: 3,5-Di-tert-butyl-o-benzoquinone
CAS Number: 3383-21-9
Molecular Formula: C₁₄H₂₀O₂
Molecular Weight: 220.31 g/mol
EINECS Number: 222-189-0
Synonyms:
3,5-Di-tert-butyl-1,2-benzoquinone
DTBQ (common abbreviation)
3,5-Cyclohexadiene-1,2-dione, 3,5-bis(1,1-dimethylethyl)-
Dibutylbenzoquinone
Chemical Properties
Appearance: Dark green to dark brown solid .
Melting Point: 112–114°C (lit.) .
Boiling Point: ~321.25°C (estimated) .
Density: ~1.01 g/cm³ (rough estimate) .
Solubility: Sparingly soluble in chloroform; very slightly soluble in methanol .
Stability: Stable under normal conditions but incompatible with reducing agents and strong oxidizers .
Key Applications
Organic Synthesis:
Used as an oxidizing agent in reactions such as hydrogenolysis and oxidative dehydrogenation .
Serves as a precursor for synthesizing benzoxazole derivatives and 1,4-benzodioxines via Diels-Alder reactions .
Biological Activity:
Exhibits antitumor, antimicrobial, and anti-cardiovascular disease properties .
Industrial Use:
Functions as a ligand in coordination chemistry (e.g., benzoxazole-based ligands for metal complexes)
FAQ
Q1: What is the main application of this compound?
A: It is primarily used as a ligand in coordination chemistry and a redox-active building block in organic synthesis and catalysis. Its sterically hindered structure makes it ideal for stabilizing metal complexes and studying electron transfer processes.
Q2: How does its stability compare to unsubstituted quinones?
A: It exhibits exceptional stability due to steric protection from the two tert-butyl groups, preventing dimerization and decomposition. It can be stored at room temperature, unlike many simpler quinones.
Q3: What purity grades are available?
A: We offer:
Standard Grade: ≥97% (HPLC)
High Purity Grade: ≥99% (HPLC/NMR verified)
All batches include Certificate of Analysis.
Q4: What safety precautions are required?
A: It may cause eye and skin irritation (GHS Category 2). Use standard PPE (gloves, goggles) in a well-ventilated area. It is not classified as a controlled substance.
Q5: Is it soluble in water?
A: No. It is soluble in organic solvents (ethanol, acetone, toluene) but insoluble in water.
Q6: Can you supply custom quantities?
A: Yes. We provide:
R&D samples (1-5g)
Bulk quantities (up to kg scale)
Custom synthesis of analogous compounds
Q7: What's the typical lead time?
A: Small quantities: 1-2 weeks
Bulk/custom orders: 3-5 weeks
Leave A Message
Scan to Wechat/Whatsapp :