2-methyl-10-anthracenedione
2-Methylanthraquinone
CAS: 84-54-8
Molecular Formula: C15H10O2
2-methyl-10-anthracenedione - Names and Identifiers
| Name | 2-Methylanthraquinone |
| Synonyms | Tectochinon Techtoquinone Tectoquinone Methylanthraquinone 2-Methylanthrapuinone 2-Methylanthraquinone -Methylanthranpuinone 2-Methyl anthraquinone anthraquinone,2-methyl- beta-Methylanthraquinone Anthraquinone, 2-methyl- 2-methylanthra-9,10-quinone 2-methyl-10-anthracenedione 2-Methylanthraquinone (Beta-) 2-methylanthracene-9,10-dione 9,10-Antracenedione, 2-methyl- 9,10-Anthracenedione,2-methyl- 2-Methyl-9,10-anthracenedione |
| CAS | 84-54-8 |
| EINECS | 201-539-6 |
| InChI | InChI=1/C15H10O2/c1-9-6-7-12-13(8-9)15(17)11-5-3-2-4-10(11)14(12)16/h2-8H,1H3 |
| InChIKey | NJWGQARXZDRHCD-UHFFFAOYSA-N |
2-methyl-10-anthracenedione - Physico-chemical Properties
| Molecular Formula | C15H10O2 |
| Molar Mass | 222.24 |
| Density | 1.1404 (rough estimate) |
| Melting Point | 170-173 °C (lit.) |
| Boling Point | 236-238 °C/10 mmHg (lit.) |
| Flash Point | 209 °C |
| Water Solubility | Soluble in water 1.234 mg/L @ 25°C. |
| Solubility | Insoluble in water, soluble in ethanol, ether, benzene and ethyl acetate. |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | Yellow crystalline powder |
| Color | Light orange to Yellow to Green |
| Merck | 14,6021 |
| BRN | 2050523 |
| Storage Condition | 2-8°C |
| Refractive Index | 1.6600 (estimate) |
| MDL | MFCD00001235 |
| Physical and Chemical Properties | Characteristic yellow crystals. melting point 175~176 ℃ solubility insoluble in water, soluble in ethanol, ether, benzene and ethyl acetate. |
| Use | For the production of advanced dyes and intermediates |
2-methyl-10-anthracenedione - Risk and Safety
| Risk Codes | 51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN 3077 9/PG 3 |
| WGK Germany | 3 |
| TSCA | Yes |
| HS Code | 29146990 |
| Hazard Note | Irritant |
2-methyl-10-anthracenedione - Nature
Open Data Verified Data
yellow crystals. The melting point was 175-176 °c. Insoluble in water, soluble in ethanol, ether, benzene and ethyl acetate. In the presence of iodine, chlorination into 1-chloro -2-methyl anthraquinone; Nitration into 1-nitro -2-methyl anthraquinone, are dye intermediates.
Last Update：2024-01-02 23:10:35
2-methyl-10-anthracenedione - Preparation Method
Open Data Verified Data
toluene and anhydrous aluminum trichloride were heated at a temperature of 45 to 50 ° C., phthalic anhydride was added under external cooling, and the mixture was incubated until the reaction was complete. The reaction mixture was poured into a 10% aqueous solution of sulfuric acid and the product-containing slurry was washed with water, separated and separated. The solvent layer containing the product is mixed with 5% sodium carbonate solution, filtered, washed and dried to obtain 2-(p-benzoyl) benzoic acid, and then heated with fuming sulfuric acid at 115 ° C. To close the ring, the product was poured into cold water, filtered, washed with water and dried.
Last Update：2022-01-01 10:42:55
2-methyl-10-anthracenedione - Use
Open Data Verified Data
dye intermediate, photosensitizer of photosensitive resin, raw material for organic synthesis.
Last Update：2022-01-01 10:42:54
2-methyl-10-anthracenedione - Safety
Open Data Verified Data
- This product has low toxicity. Can cause allergic eczema, rhinitis, bronchial asthma. The production equipment should be closed, the workshop should be well ventilated, and the operator should wear protective equipment.
- the use of lined plastic bags, woven bags or iron barrels, storage in a cool, dry, ventilated place. Keep away from fire and heat source. According to the general provisions of the storage and transportation of toxic chemicals.
Last Update：2022-01-01 10:42:55
2-methyl-10-anthracenedione - Reference Information
| LogP | 3.4 at 25℃ |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | 2-alkylanthraquinone is of great industrial value and is not only used as a chemical intermediate for the synthesis of dark high quality dyes, it is also an efficient pulping additive in papermaking process, and it is also widely used in medicine, pesticide and many other aspects. 2-alkyl anthraquinone which is the most common 2-methyl anthraquinone and 2-ethyl anthraquinone, and according to different needs of 2-alkyl onion quinone modified to synthesize the target compounds. |
| Application | 1) for dyes, 2-methylanthraquinone is first subjected to chlorination or nitration, then a wide variety of Anthraquinone dyes can be synthesized. Statistics show that there are hundreds of kinds of Anthraquinone dyes, which have great commercial value. 2) in the paper-making process, 2-methylanthraquinone is a very efficient additive, which can penetrate into the interior of the wood chips, be reduced to 2-methylanthrahydroquinone, which is unstable, it is easy to oxidize, and during the redox cycle, the components in the wood chips are oxidized, which aggravates the reaction and improves the pulping efficiency. 3) medicine, alkyl anthraquinones also have very significant medicinal value. According to the continuous research at this stage, the antibacterial, anti-inflammatory, antiviral and tumor cell killing effects of anthraquinone compounds have been continuously discovered, and some of them have been applied to the actual disease fight work. |
| Use | for the production of advanced dyes and intermediates photosensitizers for organic synthesis of raw materials, synthetic dyes, photosensitive resins. it can be used as dye intermediate, photosensitizer of photosensitive resin and raw material of organic synthesis. |
| production method | toluene and anhydrous aluminum trichloride were heated at 45-50 °c, and phthalic anhydride was added under external cooling, the mixture was incubated until the reaction was complete. The reaction mixture was poured into a 10% aqueous solution of sulfuric acid and the product-containing slurry was washed with water, separated and separated. The solvent layer containing the product is mixed with 5% sodium carbonate solution, filtered, washed and dried to obtain 2-(p-benzoyl) benzoic acid, and then heated with fuming sulfuric acid at 115 ℃ for 1H to close the ring, the product was poured into cold water, filtered, washed with water and dried. |
Last Update：2024-04-09 02:00:12
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