| Identification | More | [Name]
2-Ethyl-5-phenylisoxazolium-3'-sulfonate | [CAS]
4156-16-5 | [Synonyms]
2-ETHYL-5-PHENYLISOXAZOLIUM-3'-SULFONATE
2-ETHYL-5-PHENYLISOXAZOLIUM-3'-SULPHONATE
3-(2-ETHYL-5-ISOXAZOLIO)BENZENESULFONATE
NEPIS
N-ETHYL-5-PHENYLISOXAZOLIUM-3'-SULFONATE
WOODWARDS REAGENT K
WOODWARD'S REAGENT K
3-(2-Ethyl-5-isoxazolio)benzenesulphonate~NEPIS~Woodwards
2-ETHYL-5-PHENYLISOXAZOLIUM-3'-SULPHONEATE
Isoxazolium, 2-ethyl-5-(3-sulfophenyl)-, inner salt
NEPIS 2-ETHYL-5-PHENYLISOXAZOLIUM-3''-SULFONATE
3-(2-ETHYL-5-ISOXAZOLIO)BENZENESULFONATE 99+%
2-Ethyl-5-phenylisoxazolium-3μ-sulfonate, NEPIS
5-(3-Sulfonatophenyl)-2-ethylisoxazol-2-ium | [EINECS(EC#)]
223-988-7 | [Molecular Formula]
C11H11NO4S | [MDL Number]
MFCD00012128 | [Molecular Weight]
253.27 | [MOL File]
4156-16-5.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white crystalline powder | [Melting point ]
216-219 °C (dec.) | [density ]
1.3854 (rough estimate) | [refractive index ]
1.4790 (estimate) | [storage temp. ]
Store at RT. | [solubility ]
insol MeCN, MeNO2, DMF, CH2Cl2; sol H2O. | [Merck ]
10050 | [BRN ]
4149224 | [Major Application]
peptide synthesis | [InChI]
1S/C11H11NO4S/c1-2-12-7-6-11(16-12)9-4-3-5-10(8-9)17(13,14)15/h3-8H,2H2,1H3 | [InChIKey]
MWOOKDULMBMMPN-UHFFFAOYSA-N | [SMILES]
CC[n+]1ccc(o1)-c2cccc(c2)S([O-])(=O)=O | [CAS DataBase Reference]
4156-16-5(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white crystalline powder | [Uses]
Peptide-bond former. | [Application]
2-Ethyl-5-phenylisoxazolium-3'-sulfonate is a coupling agent for peptide synthesis; protein modification; and reduction of carboxylic acids to alcohols. | [reaction suitability]
reaction type: Coupling Reactions | [storage]
Stable to light and temperature and nonhygroscopic. No extra precautions need to be observed. | [Purification Methods]
Crystallise the reagent from diethyl ether or ethyl acetate/pet ether. [Lamas et al. J Am Chem Soc 108 5543 1986.] It is best purified by dissolving in excess of aqueous N HCl and precipitating with Me2CO to give a white fluffy solid. [Woodward et al. Tetrahedron 22 Suppl 8 321 1966, Fieser & Fieser Reagents for Organic Synthesis 1 385, 2 198.] |
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