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2-Iodobenzoic acid

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2-Iodobenzoic acid
Names
Preferred IUPAC name 2-Iodobenzoic acid
Other names o-Iodobenzoic acid
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.682 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H5IO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10)Key: CJNZAXGUTKBIHP-UHFFFAOYSA-N
SMILES
  • O=C(O)c1ccccc1I
Properties
Chemical formula C7H5IO2
Molar mass 248.018 g/mol
Appearance white solid
Density 2.25 g/cm
Melting point 162 °C (324 °F; 435 K)
Related compounds
Related compounds 4-Iodobenzoic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

2-Iodobenzoic acid, or o-iodobenzoic acid, is an isomer of iodobenzoic acid. The synthesis of 2-iodobenzoic acid via the diazotization of anthranilic acid is commonly performed in university organic chemistry labs. One of its most common uses is as a precursor for the preparation of IBX and Dess–Martin periodinane, both used as mild oxidants.

Synthesis

2-Iodobenzoic acid can be synthesized by a Sandmeyer reaction: the diazotization of anthranilic acid followed by a reaction with iodide.

Diazo replacement of anthranilic acid.
Diazo replacement of anthranilic acid.

See also

References

  1. "2-Iodobenzoic acid". PubChem. Retrieved 2022-11-27.
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