9-Fluorenylmethyl Chlorocarbonate

• CAT Number: R042558
• CAS Number: 28920-43-6
• Molecular Formula: C15H11ClO2
• Molecular Weight: 258.70
• Purity: ≥95%
• Synonyms: 9H-Fluoren-9-ylmethyl Ester Carbonochloridic Acid; Fluorene-9-methanol, Chloroformate (8CI); (9H-Fluoren-9-ylmethoxy)carbonyl Chloride; 9-Fluorenylmethoxycarbonyl Chloride; 9-Fluorenylmethyl Chlorocarbonate; 9-Fluorenylmethyl Chloroformate; 9H-Fluore
• Storage: Desiccate at RT
• IUPAC Name: 9H-fluoren-9-ylmethyl carbonochloridate
• InChI: 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
• InChIKey: IRXSLJNXXZKURP-UHFFFAOYSA-N
• SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)Cl

9-Fluorenylmethyl chlorocarbonate (CAT: R042558) is a widely used reagent in solid-phase peptide synthesis (SPPS) for the Fmoc (9-fluorenylmethyloxycarbonyl) protection of amino groups. It reacts readily with primary and secondary amines under mild basic conditions to form stable Fmoc-carbamate derivatives. Fmoc-Cl is highly valued for its orthogonal deprotection strategy, as the Fmoc group can be removed using mild bases like piperidine without affecting acid-sensitive protecting groups. Beyond peptide synthesis, it is also employed in organic synthesis for protecting amines in multi-step synthetic routes.