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| | 1,2-NAPHTHOQUINONE Basic information |
| Product Name: | 1,2-NAPHTHOQUINONE | | Synonyms: | 1,2-dihydro-1,2-diketo-naphthalene;1,2-Naftochinon;o-Naphthoquinone;NAPHTHOQUINONE, 1,2-;BETA-NAPHTHOQUINONE;1,2-NAPHTHALENEDIONE;1,2-NAPHTHOQUINONE;1,2-naphthoquinone (beta) | | CAS: | 524-42-5 | | MF: | C10H6O2 | | MW: | 158.15 | | EINECS: | 208-360-2 | | Product Categories: | Anthraquinones, Hydroquinones and Quinones;Intermediates of Dyes and Pigments;Bioactive Small Molecules;Building Blocks;C10;Carbonyl Compounds;Cell Biology;Chemical Synthesis;Ketones;N;Organic Building Blocks | | Mol File: | 524-42-5.mol |  |
| | 1,2-NAPHTHOQUINONE Chemical Properties |
| Melting point | 139-142 °C (dec.) (lit.) | | Boiling point | 243.22°C (rough estimate) | | density | 1.450 g/cm3 (25℃) | | refractive index | 1.5300 (estimate) | | storage temp. | 2-8°C | | solubility | Chloroform (Slightly), DMSO (Slightly) | | form | Crystalline Mass or Waxy Solid | | color | Colorless or white to pale yellow | | Merck | 14,6394 | | BRN | 606546 | | Stability: | Light Sensitive | | CAS DataBase Reference | 524-42-5(CAS DataBase Reference) | | EPA Substance Registry System | 1,2-Naphthoquinone (524-42-5) |
| | 1,2-NAPHTHOQUINONE Usage And Synthesis |
| Chemical Properties | brown powder | | Uses | 1,2-Naphthoquinone was employed as mediator during electrochemical mapping of redox activity in normal human breast (MCF-10A) cells by scanning electrochemical microscopy (SECM). | | Uses | 1,2-Naphthquinone is a highly reactive quinone species which aids in modulating cellular homeostasis and electrophilic signal transduction pathways. | | Uses | Chemical reagent and intermediate. | | Definition | ChEBI: 1,2-naphthoquinone is the parent structure of the family of 1,2-naphthoquinones, in which the oxo groups of the quinone moiety are at positions 1 and 2 of the naphthalene ring. It is a metabolite of naphthalene and is found in diesel exhaust particles. It has a role as a carcinogenic agent and an aryl hydrocarbon receptor agonist. It derives from a hydride of a naphthalene. | | Synthesis Reference(s) | Tetrahedron Letters, 25, p. 603, 1984 DOI: 10.1016/S0040-4039(00)99949-0
The Journal of Organic Chemistry, 51, p. 5390, 1986 DOI: 10.1021/jo00376a061 | | General Description | Golden yellow needles or brown powder. Decomposes to a bluish-black color on standing. | | Air & Water Reactions | The neat chemical may be sensitive to prolonged exposure to air and light. Insoluble in water. | | Reactivity Profile | Ketones, such as 1,2-NAPHTHOQUINONE, are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4. | | Hazard | Irritant | | Health Hazard | ACUTE/CHRONIC HAZARDS: 1,2-NAPHTHOQUINONE is an irritant. When heated to decomposition it emits acrid smoke and fumes. | | Fire Hazard | Flash point data for 1,2-NAPHTHOQUINONE are not available. 1,2-NAPHTHOQUINONE is probably combustible. | | Purification Methods | Crystallise the quinone from ether (red needles) or *benzene (orange leaflets). [Beilstein 7 IV 2417.] |
| | 1,2-NAPHTHOQUINONE Preparation Products And Raw materials |
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