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
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
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%
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
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Kumar, R.
Synlett, 2764-2764 (2007)
S Tuuli Karhu et al.
Archives of toxicology (2018-07-11)
Safety assessment of drug candidates in numerous in vitro and experimental animal models is expensive, time consuming and animal intensive. More thorough toxicity profiling already in the early drug discovery projects using human cell models, which more closely resemble the
Damian Tarasek et al.
Bioorganic chemistry, 97, 103692-103692 (2020-03-11)
p-Diphenols, such as homogentisic acid, gentisic acid, etamsylate, and calcium dobesilate, interfere with diagnostic tests utilizing the Trinder reaction but the mechanisms of these effects are not fully understood. We observed substantial differences both in oxidation of p-diphenols by horseradish
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 301035-25G | 04061833424537 |
| 301035-5G | 04061826665190 |