2,5-diiodophenol

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Structural formula
Structural formula of 2,5-diiodophenol
General
Surname 2,5-diiodophenol
Molecular formula C 6 H 4 I 2 O
External identifiers / databases
CAS number 24885-47-0
PubChem 18369897
Wikidata Q209232
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
GHS hazard labeling
no classification available
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.

Production of 2,5-diiodophenol from o-nitroaniline

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.

Esterification of 2,5-diiodophenol with acetic anhydride

Individual evidence

  1. ^ Dictionary of organic compounds, p. 2499; ( limited preview in Google Book search).
  2. 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 .
  3. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.