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3,5-Di-tert-butyl-o-benzoquinone CAS 3383-21-9

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

Category:

Description

Quick Details

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 .

Applications

Organic Synthesis Intermediate

Used as a building block for synthesizing more complex organic molecules, particularly those containing the quinone moiety.

Polymer Chemistry

Inhibitor / Stabilizer:​​ It can act as a weak inhibitor or stabilizer in the polymerization of certain monomers (e.g., styrene, vinyl acetate) by acting as a radical scavenger.
​Monomer/Cross-linker Precursor:​​ Can be modified to form monomers for functional polymers or as a cross-linking agent.

Material Science

Investigated as a component in organic electronic materials, charge-transfer complexes, or as a redox-active unit in supramolecular systems.

Photochemistry

Used in studies of photo-induced electron transfer due to its well-defined redox properties.

Analytical Chemistry

Occasionally used as a reagent or standard in chromatographic analysis or electrochemical studies.

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