8.18203

(9-Fluorenylmethyl) chloroformate

for synthesis

• Sinonimo/i: (9-Fluorenylmethyl) chloroformate, Chloroformic acid 9-fluorenylmethyl ester, FMOCCl
• Formula empirica (notazione di Hill): C₁₅H₁₁ClO₂
• Numero CAS: 28920-43-6
• Peso molecolare: 258.70
• Numero MDL: MFCD00001138
• Codice UNSPSC: 12352108
• Numero indice EU: 249-313-6
• NACRES: NA.22

Proprietà

• Grado: for synthesis; synthesis grade
• Livello qualitativo: 200
• Stato: powder
• dilution: (for synthesis)
• Punto di fusione: 60-63 °C
• applicazioni: peptide synthesis
• Temperatura di conservazione: 15-25°C
• Stringa SMILE: ClC(=O)OCC1c2c(cccc2)c3c1cccc3
• InChI: 1S/C15H11ClO2/c16-15(17)18-9-14-12-7-3-1-5-10(12)11-6-2-4-8-13(11)14/h1-8,14H,9H2; IRXSLJNXXZKURP-UHFFFAOYSA-N

Descrizione

Descrizione generale

(9-Fluorenylmethyl) chloroformate, also known as Fmoc chloride, is a highly versatile reagent with varied applications in organic synthesis. It is most frequently used to introduce the base-labile Fmoc-protecting group to amine functionalities, particularly during the production of Fmoc-protected amino acids. Fmoc-chloride has also been used to generate mixed carboxylic and carbonic anhydrides to facilitate amide and ester bond formation. It is soluble in common organic solvents such as dichloromethane, tetrahydrofuran, and dimethylformamide.

Applicazioni

Recent applications of (9-Fluorenylmethyl) chloroformate include:

• (9-Fluorenylmethyl) chloroformate can be used as a coupling reagent.
• In the synthesis of amino acid esters. Fmoc chloride activates the carboxylic acid group of the amino acid, allowing it to react with an alcohol to form the ester.
• In the preparation of lysogangliosides.
• In the solid-phase peptide synthesis of DOPA-containing peptides.

Informazioni sulla sicurezza

• Pittogrammi: GHS05
• Avvertenze: Danger
• Indicazioni di pericolo: H314
• Consigli di prudenza: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Classi di pericolo: Eye Dam. 1 - Skin Corr. 1B
• Rischi supp: EUH029
• Codice della classe di stoccaggio: 8A - Combustible, corrosive hazardous materials
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable