| Identification | More | [Name]
[Hydroxy(tosyloxy)iodo]benzene | [CAS]
27126-76-7 | [Synonyms]
AKOS 91494
HYDROXY(4-METHYLBENZENESULFONATO-O)PHENYLIODINE
HYDROXY(TOSYLOXY)IODOBENZENE
IODOSOBENZENE-I-MONO-P-TOLUENESULFONATE
IODOSOBENZENE-L-MONO-4-TOLUENESULFONATE
KOSER'S REAGENT
LABOTEST-BB LT00453060
PHENYLIODOSOHYDROXY TOSYLATE
HTIB~Iodosobenzene-I-mono-p-toluenesulphonate~Kosers
Iodosobenzene-I-mono-p-toluenesulfonate, Koser's Reagent
Hydroxy(tosyloxy)iodobenzene,97%
Koser's Regent
Hydroxy{[(4-methylphenyl)sulfonyl]oxy}phenyliodine (HTIB)
Hydroxy(4-methylbenzenesulfonato-O)phenyliodine, Iodosobenzene-I-mono-p-toluenesulfonate, Kosers reagent
4-Methylbenzenesulfonic acid hydroxyphenyliodine(III) salt
4-Methylbenzenesulfonic acid hydroxyphenyliodo(III) ester
Hydroxytosyloxyphenyliodine(III)
Phenylhydroxy(p-tolylsulfonyloxy) iodine(III) | [EINECS(EC#)]
629-501-8 | [Molecular Formula]
C13H13IO4S | [MDL Number]
MFCD00011547 | [Molecular Weight]
392.21 | [MOL File]
27126-76-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Pale yellow crystalline powder | [Melting point ]
131-137 °C (lit.) | [storage temp. ]
Refrigerator (+4°C) | [form ]
Crystalline Powder | [pka]
7.59±0.58(Predicted) | [color ]
Pale yellow | [Sensitive ]
Light Sensitive | [Merck ]
5321 | [BRN ]
2150074 | [InChIKey]
LRIUKPUCKCECPT-UHFFFAOYSA-N | [CAS DataBase Reference]
27126-76-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/38:Irritating to eyes and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
8 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29039990 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale yellow crystalline powder | [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
| [Uses]
Versatile synthetic reagent in phenyliodination and/or tosylation of a range of organic substrates; in oxidative transformations including oxidative rearrangements. | [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]. |
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