2,4-diiodophenol
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| Surname | 2,4-diiodophenol | |||||||||
| Molecular formula | C 6 H 4 I 2 O | |||||||||
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| properties | ||||||||||
| Molar mass | 345.9 g mol −1 | |||||||||
| Physical state |
firmly |
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| Melting point |
72 ° C (subl.) |
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| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | ||||||||||
2,4-Diiodophenol is a chemical compound that belongs to both the phenols and the halogen aromatic compounds .
presentation
2,4-Diiodophenol can be made from 2-Iodophenol by reacting with sodium hypochlorite and sodium iodide .
Another synthetic route starts from 2,4,6-triiodophenol , which is reacted with zinc in acetic acid to form 2,4-diiodophenol.
The synthesis from 4-iodophenol and sulfuric acid is also possible.
Derivatives
Esterification with acetic anhydride yields the acetate, which melts at 70–71 ° C (CAS number: 36914-80-4).
The methyl ether can be produced by methylation with dimethyl sulfate and is also known under the common name 2,4-diiodanisole (CAS number: 28896-47-1). Its melting point is 68 ° C.
Bromination with bromine in acetic acid gives 2-bromo-4,6-diiodophenol (CAS number: 89466-01-3), whose melting point is 125–127 ° C.
Individual evidence
- ↑ a b H. Suzuki, R. Goto: "A Convenient Synthetic Method of Certain Aromatic Polyiodo Compounds", in: Bull. Chem. Soc. Japan , 1963 , 36 (4), pp. 389-391; doi : 10.1246 / bcsj.36.389 .
- ↑ a b c Dictionary of organic compounds, p. 2499 ( limited preview in Google book search).
- ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
- ↑ Kevin J. Edgar, Stephen N. Falling: "An efficient and selective method for the preparation of iodophenols", in: J. Org. Chem. , 1990 , 55 (18), pp. 5287-5291; doi : 10.1021 / jo00305a026 .
- ^ A b P. Brenans, K. Yeu: "Phénols bromodiiodés, composés trihalogénés symétriques" in CR Hebd. Séances Acad. Sci. , 1930 , 190 , pp. 1560-1561; Full text .
- ↑ a b M. P. Brenans: "Sur quelques dérivés iodés du phénol", in: CR Hebd. Séances Acad. Sci. , 1901 , 132 , pp. 831-833; Full text .
- ↑ Rafael DC Gallo, Karimi S. Gebara, Rozanna M. Muzzi, Cristiano Raminelli: "Efficient and selective iodination of phenols promoted by iodine and hydrogen peroxide in water", in: J. Braz. Chem. Soc. , 2010 , 21 (4); doi : 10.1590 / S0103-50532010000400026 .