Iodophenols

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Iodophenols
Surname 2-iodophenol 3-iodophenol 4-iodophenol
other names o -iodophenol m -iodophenol p -iodophenol
Structural formula Structure of 2-iodophenol Structure of 3-iodophenol Structure of 4-iodophenol
CAS number 533-58-4 626-02-8 540-38-5
PubChem 10784 12272 10894
Molecular formula C 6 H 5 IO
Molar mass 220.01 g mol −1
Physical state firmly
Melting point 43 ° C 40 ° C 92-94 ° C
boiling point 186-187 ° C
(160  torr )
pK s value 8.46 9.17 9.20
GHS
labeling
07 - Warning
Caution
07 - Warning
Caution
05 - Corrosive 07 - Warning
danger
H and P phrases 302-312-315-319-332-335 315-319-335 302-312-314
no EUH phrases no EUH phrases no EUH phrases
261-280-305 + 351 + 338 261-305 + 351 + 338 280-305 + 351 + 338-310

The iodophenols form a group of substances in chemistry that is derived from both phenol and iodobenzene . The structure consists of a benzene ring with attached hydroxyl group  (-OH) and iodine  (-I) as substituents . Their different arrangement results in three constitutional isomers with the empirical formula C 6 H 5 IO.

properties

The 4-iodophenol, which has the highest symmetry, has the highest melting point. The iodophenols have a higher acidity than phenol due to the −I effect of the iodine substituent. The pK s values are therefore correspondingly lower (phenol: 9.99).

presentation

The iodophenols can be prepared from the iodanilines by boiling their diazonium salts .

Individual evidence

  1. a b c d e f CRC Handbook of Tables for Organic Compound Identification , Third Edition, 1984, ISBN 0-8493-0303-6 .
  2. 2-Iodophenol data sheet from Sigma-Aldrich , accessed on May 3, 2011 ( PDF ).
  3. Data sheet 3-Iodophenol from Sigma-Aldrich , accessed on May 3, 2011 ( PDF ).
  4. Data sheet 4-iodophenol from Sigma-Aldrich , accessed on May 3, 2011 ( PDF ).