301035
[Hydroxy(tosyloxy)iodo]benzene
96%
Synonym(s):
HTIB, Hydroxy(4-methylbenzenesulfonato-O)phenyliodine, Hydroxy(phenyl)iodo tosylate, Iodosobenzene-I-mono-p-toluenesulfonate, Koser’s reagent, NSC 294176, Phenyliodosyl hydroxide tosylate, [Hydroxy(4-toluenesulfonato)iodo]benzene
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About This Item
Linear Formula:
CH3C6H4SO3I(OH)C6H5
CAS Number:
Molecular Weight:
392.21
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2150074
Assay:
96%
Quality Segment
assay
96%
reaction suitability
reagent type: oxidant
mp
131-137 °C (lit.)
functional group
iodo, tosylate
SMILES string
Cc1ccc(cc1)S(=O)(=O)O[I](O)c2ccccc2
InChI
1S/C13H13IO4S/c1-11-7-9-13(10-8-11)19(16,17)18-14(15)12-5-3-2-4-6-12/h2-10,15H,1H3
InChI key
LRIUKPUCKCECPT-UHFFFAOYSA-N
Application
Widely used oxidant in the synthesis of various organic compounds.
Reactant for:
- Ligand-free palladium-catalyzed Heck-type coupling reactions
- Preparation of carbodiimides via dehydrosulfurization of thioureas
- Preparation of nitriles by oxidative conversion of alcohols, aldehydes, and amines
- Preparation of substituted anilines via aromatic aldoxime reaction
- Preparation of tetrahydrofurans by oxidative cyclization of homoallylic alcohols
- Preparation of isoxazoline N-Oxides from β-hydroxyketoximes via oxidative N-O coupling
- Ring expansion in synthesis of aminopeptidase inhibitors
- Oxidation and protonation reactions in acidic conditions
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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