Name | dibenzo[def,mno]chrysene-6,12-dione |
Synonyms | NSC 30986 anthanthrone Anthanthrone Anthranthrone Einecs 211-372-0 ANTHANTHRENEQUINONE Anthanthrone orange Anthanthrenequinone Helanthrene Orange GK dibenzo[def,mno]chrysene-6,12-dione Dibenzo(def,mno)chrysene-6,12-dione naphtho[7,8,1,2,3-nopqr]tetraphene-6,12-dione |
CAS | 641-13-4 |
EINECS | 211-372-0 |
InChI | InChI=1/C22H10O2/c23-21-13-5-1-3-11-7-9-16-19(17(11)13)20-15(21)10-8-12-4-2-6-14(18(12)20)22(16)24/h1-10H |
Molecular Formula | C22H10O2 |
Molar Mass | 306.31 |
Density | 1.507±0.06 g/cm3 (20 ºC 760 Torr) |
Melting Point | 415℃ |
Boling Point | 595.2±20.0 °C(Predicted) |
Flash Point | 216.3°C |
Vapor Presure | 3.9E-14mmHg at 25°C |
Refractive Index | 1.875 |
Physical and Chemical Properties | Orange crystals from nitrobenzene, melting point 300 °c. Soluble in hot benzene and hot nitrobenzene, slightly soluble in ethanol, ether, acetic acid and benzene, sublimation when part of the Crystal decomposition. |
Use | as a dye intermediate. For the production of Brilliant Orange RK, reduced BG, soluble anthracene orange IRK, etc. |
production method | is obtained by hydrolysis, Diazo, aromatization and cyclization of 1, 8-naphthalimide. 1. Add naphthalenimine and 30% liquid alkali to the hydrolysis pan, and add water to adjust the volume. Heat to 95-100 °c, incubate for 2H, cool to 50 °c, and filter to give the sodium salt of 1, 8-aminonaphthoic acid [12-02-2]. 2. Diazo hydrochloric acid was added to the diazo barrel, water-cooled to 0-5 °c, and a mixed solution of sodium salt of 1, 8-carbamate and sodium nitrite was added at 1.5-2H. Stir for 0.5h and neutralize to pH 3-4 with 15% liquid base. The diazonium salt of 1, 8-carboxyaniline was obtained. 3. Aromatization to the above material in a diazo tank, cuprous chloride, sodium bicarbonate and aqueous ammonia were added and stirred for 1H. The copper was removed by adding the sulfide alkali solution, and the end point was that the infiltration circle was light brown. The copper sulfide was filtered off and the filtrate was acid-separated with 65% sulfuric acid to pH = 4. Filtration, washing, and drying of the filter cake at 80-90 °c gave 1,1 '-binaphthalene-8, 8' dicarboxylic acid (kinamic acid). Ring in the pot first add 20% fuming sulfuric acid, cooled to below 20 ℃, add the base acid, the temperature does not exceed 33 ℃, stirred 2H to get the product. |