4-iodosalicylic acid

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Structural formula
Structural formula of 4-iodosalicylic acid
General
Surname 4-iodosalicylic acid
other names

4-iodo-2-hydroxybenzoic acid

Molecular formula C 7 H 5 IO 3
Brief description

colorless needles that turn brown at 200 ° C

External identifiers / databases
CAS number 16870-28-3
EC number 605-527-5
ECHA InfoCard 100.124.594
PubChem 72874
ChemSpider 65706
Wikidata Q229989
properties
Molar mass 264.02 g · mol -1
Physical state

firmly

Melting point

228-230  ° C (dec.)

safety instructions
GHS labeling of hazardous substances
05 - Corrosive 06 - Toxic or very toxic

danger

H and P phrases H: 301-318
P: 280-301 + 310-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

4-Iodosalicylic acid is a chemical compound that belongs to both phenolic acids and halogen aromatic compounds and is formally derived from salicylic acid. They are colorless needles that turn brown at 200 ° C.

presentation

The synthesis of 4-iodosalicylic acid starts from the acetylation of 4-nitro- o -toluidine.

Reactions

4-Iodosalicylic acid forms a red-violet color with iron (III) chloride . Esterification with methanol results in the methyl ester (CAS number: 18179-39-0) with a melting range of 69 to 73 ° C. The ethyl ester has a melting point of 112 ° C. Another derivative is 4-iodoacetylsalicylic acid, which can be prepared by acetylation (melting point 156 ° C.).

Individual evidence

  1. ^ A b c d T. E. Thorpe: A Dictionary of Applied Chemistry , Volume 6. Longmans, Green and Co. 1926, p. 24.
  2. ^ A b Hugh Mills Bunbury: Dictionary of organic compounds: the constitution and physical and chemical properties of the principal carbon compounds and their derivatives, together with the relevant literature references ". Volume 3 of Dictionary of Organic Compounds, Oxford university press, 1953. P. 44.
  3. a b c data sheet 2-Hydroxy-4-iodobenzoic acid from Sigma-Aldrich , accessed on March 18, 2011 ( PDF ).
  4. a b entry at orgch.ru .