2,5-diiodophenol
Structural formula | ||||||||||
---|---|---|---|---|---|---|---|---|---|---|
![]() |
||||||||||
General | ||||||||||
Surname | 2,5-diiodophenol | |||||||||
Molecular formula | C 6 H 4 I 2 O | |||||||||
External identifiers / databases | ||||||||||
|
||||||||||
properties | ||||||||||
Molar mass | 345.9 g mol −1 | |||||||||
Physical state |
firmly |
|||||||||
Melting point |
99 ° C |
|||||||||
solubility |
Slightly soluble in water, good in ethanol |
|||||||||
safety instructions | ||||||||||
|
||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
2,5-Diiodophenol is a chemical compound that belongs to both the phenols and the halogen aromatic compounds .
presentation
2,5-Diiodophenol was first produced by MP Brenans in 1902. The multi-stage synthesis starts from o-nitroaniline , which reacts with iodine chloride in acetic acid to form 4-iodo-2-nitroaniline . With a Sandmeyer reaction , the amino group is replaced by an iodine atom. The resulting 2,5-diiodonitrobenzene is reduced with tin (II) chloride to 2,5-diiodaniline , the diazonium salt of which is finally boiled to the desired end product.
properties
2,5-Diiodophenol crystallizes in prisms. Esterification with acetic anhydride gives the acetate, which melts at 70 ° C and is readily soluble in methanol and acetic acid.
Individual evidence
- ^ Dictionary of organic compounds, p. 2499; ( limited preview in Google Book search).
- ↑ a b c d M. P. Brenans: "Sur un nouveau phénol diiodé", in: CR Hebd. Séances Acad. Sci. , 1902 , 135 , pp. 177-179; Full text .
- ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.