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| | TETRAIODOPHTHALIC ANHYDRIDE Basic information |
| Product Name: | TETRAIODOPHTHALIC ANHYDRIDE | | Synonyms: | 3,4,5,6-Tetraiodophthalic anhydride;4,5,6,7-tetraiodoisobenzofuran-1,3-dione;4,5,6,7-tetraiodo-2-benzofuran-1,3-dione;4,5,6,7-tetraiodoisobenzofuran-1,3-quinone;4,5,6,7-tetraiodo-1,3-Isobenzofurandione;1,3-Isobenzofurandione,4,5,6,7-tetraiodo-;4,5,6,7-tetraiodo-3-isobenzofurandione;Phthalicanhydride,tetraiodo- | | CAS: | 632-80-4 | | MF: | C8I4O3 | | MW: | 651.7 | | EINECS: | | | Product Categories: | | | Mol File: | 632-80-4.mol |  |
| | TETRAIODOPHTHALIC ANHYDRIDE Chemical Properties |
| Melting point | 327.5°C | | Boiling point | 584.2±50.0 °C(Predicted) | | density | 3.1538 (estimate) | | storage temp. | 2-8°C, protect from light | | Appearance | Light yellow to green yellow Solid | | InChI | InChI=1S/C8I4O3/c9-3-1-2(8(14)15-7(1)13)4(10)6(12)5(3)11 | | InChIKey | UHIMKEGZFOQVHV-UHFFFAOYSA-N | | SMILES | C1(=O)C2=C(C(I)=C(I)C(I)=C2I)C(=O)O1 | | EPA Substance Registry System | 1,3-Isobenzofurandione, 4,5,6,7-tetraiodo- (632-80-4) |
| | TETRAIODOPHTHALIC ANHYDRIDE Usage And Synthesis |
| Preparation | CAUTION: This reaction should be carried out in a well-ventilated hood. <br/>To a flask equipped with a mechanical stirrer and an air condenser topped with a tube leading to a gas trap is added 74.0 gm (0.5 mole) of phthalic anhydride, 162 gm (0.638 mole) of iodine, and 300 ml of 60% fuming sulfuric acid (1.84 moles). The flask is gently heated to 45-50°C, at which point the reaction commences. If the reaction becomes too vigorous it may be necessary to use a ice bath to lower the temperature to 40-50°C. The reaction mixture is eventually (4 hr) heated up to 65°C until all visible reaction has ceased. The reaction mixture is cooled to 10-20°C and an additional 81.0 gm (0.318 mole) of iodine is added and the reaction again slowly heated up to 65°C (1?hr) and again when the reaction ceases it is cooled. Another 27.0 gm (0.107 mole) of iodine is added and the reaction is again heated up to 65°C (1 hr). The flask is heated with an oil bath to a bath temperature of 175-180°C, at which point the sulfur trioxide and iodine fumes evolve. After about 2 hr, when the gaseous evolution ceases, the flask is cooled to about 60°C and the mxiture then poured into a beaker of water. The contents are allowed to stand overnight at room temperature, filtered, washed with two 50-ml portions of cone, sulfuric acid and then with three 100 ml portions of water. The light yellow crystalline product is put into a beaker containing 1 liter of water and 10 gm of sodium bisulfite in order to remove the last traces of free iodine. The aqueous solution is decanted, the product washed five times with ? liter of water, washed twice with 100 ml of acetone and then dried at 60°C to afford 260-268 gm (80-82%), m.p. 327-328°C.
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| | TETRAIODOPHTHALIC ANHYDRIDE Preparation Products And Raw materials |
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