2-Ethyl-5-phenylisoxazolium-3'-sulfonate

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2-Ethyl-5-phenylisoxazolium-3'-sulfonate Basic information
Product Name:2-Ethyl-5-phenylisoxazolium-3'-sulfonate
Synonyms:NEPIS;N-ETHYL-5-PHENYLISOXAZOLIUM-3'-SULFONATE;WOODWARDS REAGENT K;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+%;3-(2-Ethyl-5-isoxazolio)benzenesulphonate~NEPIS~Woodwards
CAS:4156-16-5
MF:C11H11NO4S
MW:253.27
EINECS:223-988-7
Product Categories:Biochemistry;Condensation & Active Esterification;Coupling Reactions (Peptide Synthesis);Peptide Synthesis;Synthetic Organic Chemistry
Mol File:4156-16-5.mol
2-Ethyl-5-phenylisoxazolium-3'-sulfonate Structure
2-Ethyl-5-phenylisoxazolium-3'-sulfonate Chemical Properties
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 Applicationpeptide synthesis
InChI1S/C11H11NO4S/c1-2-12-7-6-11(16-12)9-4-3-5-10(8-9)17(13,14)15/h3-8H,2H2,1H3
InChIKeyMWOOKDULMBMMPN-UHFFFAOYSA-N
SMILESCC[n+]1ccc(o1)-c2cccc(c2)S([O-])(=O)=O
CAS DataBase Reference4156-16-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany 3
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
2-Ethyl-5-phenylisoxazolium-3'-sulfonate Usage And Synthesis
Chemical Propertieswhite to off-white crystalline powder
UsesPeptide-bond former.
Application2-Ethyl-5-phenylisoxazolium-3'-sulfonate is a coupling agent for peptide synthesis; protein modification; and reduction of carboxylic acids to alcohols.
reaction suitabilityreaction type: Coupling Reactions
storageStable to light and temperature and nonhygroscopic. No extra precautions  need to be observed.
Purification MethodsCrystallise 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.]
2-Ethyl-5-phenylisoxazolium-3'-sulfonate Preparation Products And Raw materials
Tag:2-Ethyl-5-phenylisoxazolium-3'-sulfonate(4156-16-5) Related Product Information
Isoxadifen-ethyl Ethanol Ethylparaben Ethyl cyanoacetate Ethyl pyruvate Ethyl formate Sulfisoxazole Sulfamethoxazole Isoxazole Ethyl acrylate Ethyl acetate Sulfonates Lignin Sulfonate 5-Methylisoxazole 5-Phenylisoxazole 2-Ethyl-5-phenylisoxazolium-3'-sulfonate 2-Ethyl-5-phenylisoxazolium-3'-sulfonate = N-ethyl-5-phenylisoxazolium-3'-sulfonate