[Hydroxy(tosyloxy)iodo]benzene
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[Hydroxy(tosyloxy)iodo]benzene
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CAS No:
27126-76-7
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Formula:
C13H13IO4S
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Chemical Name:
[Hydroxy(tosyloxy)iodo]benzene
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Synonyms:
Iodine,hydroxy(4-Methylbenzenesulfonato-kO)phenyl-;[Hydroxy(tosyloxy)iodo]benzene 96%;[Hydroxy(4-toluenesulfonato)iodo]benzene;Hydroxy(phenyl)iodo tosylate;[Hydroxy(tosyloxy)iodo]benzene≥ 98%(Titration);Hydroxy{[(4-methylphenyl)sulfonyl]oxy} phenyliodine;Koser's Regent ,HTIB;Hydroxyl(toluenesulfonyloxygengeneration)iodobenzene
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CAS No:
Description
Pale yellow crystalline powder
Possible impurities are tosic acid (removed by washing with Me2CO) and acetic acid (removed by washing with Et2O). It is purified by dissolving in the minimum volume of MeOH, adding Et2O to cloud point and setting aside for the prisms to separate [Koser & Wettach J Org Chem 42 1476 1977, NMR: Koser et al. J Org Chem 41 3609 1976]. It has also been crystallised from CH2Cl2 (needles, m 140-142o) [Neiland & Karele J Org Chem, USSR (Engl Transl) 6 889 1970].
[Hydroxy(tosyloxy)iodo]benzene Basic Attributes
392.21
392.21
2150074
629-501-8
2EOA97B14A
294176
DTXSID10315359
Pale yellow
29039990
Characteristics
131-137 °C (lit.)
7.59±0.58(Predicted)
Keep in dark place,Inert atmosphere,Room temperature
Safety Information
IRRITANT
3
Xi
26-36
36/38
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 53 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
[Hydroxy(tosyloxy)iodo]benzene Use and Manufacturing
Versatile synthetic reagent in phenyliodination and/or tosylation of a range of organic substrates; in oxidative transformations including oxidative rearrangements.
Reactant for:Ligand-free palladium-catalyzed Heck-type coupling reactionsPreparation of carbodiimides via dehydrosulfurization of thioureasPreparation of nitriles by oxidative conversion of alcohols, aldehydes, and aminesPreparation of substituted anilines via aromatic aldoxime reactionPreparation of tetrahydrofurans by oxidative cyclization of homoallylic alcoholsPreparation of isoxazoline N-Oxides from -hydroxyketoximes via oxidative N-O couplingRing expansion in synthesis of aminopeptidase inhibitorsOxidation and protonation reactions in acidic conditions
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