Product

[Hydroxy(tosyloxy)iodo]benzene

CAS No.：27126-76-7

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[Hydroxy(tosyloxy)iodo]benzene Basic information

Product Name:	[Hydroxy(tosyloxy)iodo]benzene
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
CAS:	27126-76-7
MF:	C13H13IO4S
MW:	392.21
EINECS:	629-501-8
Product Categories:	Hypervalent Iodine Compounds;Oxidation;Synthetic Organic Chemistry;Phenyls & Phenyl-Het
Mol File:	27126-76-7.mol

[Hydroxy(tosyloxy)iodo]benzene Chemical Properties

Melting point	131-137 °C (lit.)
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
solubility	soluble in Methanol
form	Crystalline Powder
pka	7.59±0.58(Predicted)
color	Pale yellow
Sensitive	Light Sensitive
Merck	14,5321
BRN	2150074
InChIKey	LRIUKPUCKCECPT-UHFFFAOYSA-N
CAS DataBase Reference	27126-76-7(CAS DataBase Reference)

Safety Information

Hazard Codes	Xi
Risk Statements	36/38
Safety Statements	26-36
WGK Germany	3
F	8
HazardClass	IRRITANT
HS Code	29039990

MSDS Information

Provider	Language
SigmaAldrich	English
ALFA	English

[Hydroxy(tosyloxy)iodo]benzene Usage And Synthesis

Chemical Properties	Pale yellow crystalline powder
Uses	Versatile synthetic reagent in phenyliodination and/or tosylation of a range of organic substrates; in oxidative transformations including oxidative rearrangements.
Uses	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 ?-hydroxyketoximes via oxidative N-O coupling Ring expansion in synthesis of aminopeptidase inhibitors Oxidation and protonation reactions in acidic conditions
Purification Methods	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 Preparation Products And Raw materials

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