418463
2-Iodobenzoic acid
≥99%, purified by sublimation
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About This Item
Linear Formula:
IC6H4CO2H
CAS Number:
Molecular Weight:
248.02
EC Number:
201-850-7
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1861406
MDL number:
assay
≥99%
purified by
sublimation
mp
160-162 °C (lit.)
SMILES string
OC(=O)c1ccccc1I
InChI
1S/C7H5IO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10)
InChI key
CJNZAXGUTKBIHP-UHFFFAOYSA-N
General description
2-Iodobenzoic acid is a halogen substituted carboxylic acid.
Application
2-Iodobenzoic acid may be used for the following studies:
- One-pot synthesis of hypervalent iodine reagent in the presence of trichloroisocyanuric acid (oxidant). This reagent is employed for the electrophilic trifluoromethylation reactions.
- Synthesis of 1-arylbenziodoxolones.
- Synthesis of isocoumarin.
- Preparation of 2-iodoxybenzoic acid, using oxone (2KHSO5-KHSO4-K2SO4).
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Václav Matoušek et al.
The Journal of organic chemistry, 78(13), 6763-6768 (2013-06-06)
Simplified syntheses suited for large scale preparations of the two hypervalent iodine reagents 1 and 2 for electrophilic trifluoromethylation are reported. In both cases, the stoichiometric oxidants sodium metaperiodate and tert-butyl hypochlorite have been replaced by trichloroisocyanuric acid. Reagent 1
Hypervalent iodine reagents for the oxidation of alcohols and their application to complex molecule synthesis.
Tohma H and Kita Y.
Advanced Synthesis & Catalysis, 346(2), 111-124 (2004)
Manab Chakravarty et al.
The Journal of organic chemistry, 71(24), 9128-9138 (2006-11-18)
Coupling reactions of allenylphosphonates (OCH(2)CMe(2)CH(2)O)P(O)CH=C=CRR' [R, R' = H (1a), R = H, R' = Me (1b), R = R' = Me (1c)] with aryl iodides, iodophenol, and iodobenzoic acid in the presence of palladium(II) acetate are investigated and compared