Product description

Toluquinone CAS 553-97-9 is a typical quinone organic compound with a 1,4-benzoquinone core and a methyl substituent at the 2-position of the benzene ring. Its molecular formula is C₇H₆O₂. It typically appears as a bright yellow to golden-yellow crystalline solid with some volatility and a characteristic pungent odor. While relatively stable at room temperature and pressure, it is prone to structural changes upon exposure to light, high temperatures, or strong reducing agents. Therefore, it must be stored in a sealed container under light-protected, low-temperature, and dry conditions.
As an important organic synthesis intermediate, p-Toluquinone, with its intramolecularly conjugated carbonyl structure and strong oxidizing ability, is widely used in the preparation of fine chemicals, the synthesis of polymer materials, and the development of novel functional molecules. It can act as a mild oxidant in key reactions such as dehydrogenation, coupling, and cyclization. It can also be used as a raw material for the preparation of dye intermediates, rubber additives, antioxidants, and aromatic heterocyclic compounds. Furthermore, it has potential applications in electrochemistry, such as the development of novel redox electrolytes and electrode modification materials, contributing to the optimization of energy storage device performance. In addition, it is often used as a model compound in organic reaction research to explore the reactivity, electron transfer mechanism, and structure-property relationship of quinones.

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COA
| Tests | Specifications | Results |
| Assay (Purity) | ≥98.0% (GC) | 98.50% |
| Melting Point | 66–70 °C | 67.8 °C |
| Loss on Drying | ≤0.5% | 0.23% |
| Residue on Ignition | ≤0.1% | 0.05% |
| Solubility | Soluble in ethanol, ether, acetone; slightly soluble in water | Compliant |
| Impurity (o-Toluquinone) | ≤1.0% | 0.42% |
| Impurity | ≤0.5% | 0.18% |
| Conclusion | Conform with enterprise specification | |
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Density: 1.2±0.1 g/cm³
Boiling point: 186.6±15.0 °C at 760 mmHg
Melting point: 66-67 °C (lit.)
Molecular formula: C7H6O₂
Molecular weight: 122.121
Flash point: 64.9±17.4 °C
Exact mass: 122.036781
PSA: 34.14000
LogP: 0.86
Mechanism of action of Toluquinone CAS 553-97-9
Redox Mechanism: p-Toluquinone possesses a typical quinone structure, rapidly accepting electrons and protons to be reduced to hydroquinone, achieving reversible electron transfer. It often participates in reactions as an oxidant or electron carrier.
Free Radical Generation Mechanism: During single-electron reduction, semiquinone free radicals are generated, further producing reactive oxygen species and other free radicals, initiating oxidative stress and disrupting the stable structures of lipids and proteins.
Nucleophilic Addition Mechanism: As an α,β-unsaturated carbonyl compound, it readily undergoes Michael addition with nucleophilic groups such as thiol and amino groups, covalently modifying related molecules and altering their structure and activity.
Electron Blocking Mechanism: It can interfere with electron transfer processes within the system, affecting energy metabolism pathways and regulating reaction progress and electron transport efficiency in organic synthesis and materials systems.
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FAQ
01. Why does Toluquinone CAS 553-97-9 readily participate in chemical reactions?
Because of its conjugated quinone structure, its electron delocalization is high. It readily accepts electrons for reduction and can also participate in addition and cyclization reactions as a dienophile or electrophile, exhibiting high reactivity.
02. What are the hazards of Toluquinone CAS 553-97-9?
It is irritating and can cause irritation to the skin, eyes, and respiratory tract. Direct contact and inhalation should be avoided during use. It should be handled in a well-ventilated area and stored in a sealed, light-protected container.
03. Where can I buy Toluquinone CAS 553-97-9?
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