9-Fluorenylmethyl chloroformate
FMOC-CL · FoMc-Cl · (9H-fluoren-9-yl)Methyl carbonochloridate · FMOC-C · fmoc-ci · 9-FLUORENYLMETHOXYCARBONYL CHLORIDE · FMOC-CHLORIDE · 9-Fluorenylmethyl
Identifikatoren & physikalische Daten
| CAS No. | 28920-43-6 |
|---|---|
| Summenformel | C15H11ClO2 |
| Durchschnittliche Molmasse | 258,7 g/mol |
| Monoisotopische Masse | 258,04475727 g/mol |
| SMILES | O=C(Cl)OCC1c2ccccc2-c2ccccc21 |
| InChIKey | IRXSLJNXXZKURP-UHFFFAOYSA-N |
| PubChem CID | 34367 |
| EC No. | 249-313-6 |
| DTXSID | DTXSID10183116 |
Chemische & physikalische Eigenschaften
| XLogP | 4,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 26,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 18 |
| Formalladung | 0 |
| Komplexität | 296 |
| Schmelzpunkt | 62-64 °C(lit.) |
| Siedepunkt | 365.79°C (rough estimate) |
| Dichte | 1.1780 (rough estimate) |
| Brechungsindex | 1.5330 (estimate) |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | dioxane: 0.1 g/mL, clear, colorless |
| Aggregatzustand | Crystalline Powder |
| Farbe | White to very pale yellow |
| BRN | 2279177 |
| Stabilität | Hygroscopic, Moisture Sensitive |
| 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 | C(Cl)(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O |
| LogP (Verteilungskoeffizient) | 3.45 |
| CAS Datenbank | 28920-43-6(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH302 (17.5%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 80 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Carbonochloridic acid, 9H-fluoren-9-ylmethyl esterStatus: Active Update: 29-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/28092(9-Fluorenylmethyl) chloroformate: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to human health |
| Hazard Classes and Categories | Acute Tox. 4 (17.5%) |
| F | 10-21 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | No |
| UN-Transportnummer | UN 3261 8/PG 2 |
| Zollcode | 29159020 |
| RTECS-Nr. | LQ6250000 |
| R-Sätze (R) | 34-20/21/22 |
| Gefahrensymbole | C,T |
| Sicherheitshinweise (S) | 26-36/37/39-45-27 |
| Gefahrenklasse | 6.1Eye Dam. 1Skin Corr. 1B |
| Verpackungsgruppe | II |
| Lagerklasse | 8A - Combustible corrosive hazardous materials |
Anwendungen & Verwendung
Beschreibung
9-Fluorenylmethyl chloroformate (Fmoc-C1) is a significant biochemical reagent introduced by Carpino. It has been widely utilized as a reagent for the introduction of the 9-fluorenylmethoxycarbonyl (Fmoc moiety) in both peptide and nucleotide synthesis, as well as serving as a coupling agent in peptide synthesis[1]. Furthermore, Fmoc-C1 can function as a versatile fluorescent labeling reagent for primary and secondary amines[2].
Verwenden
9-Fluorenylmethyl chloroformate is an N-Protecting agent for peptides research and was used for the pre-column derivatization of the biogenic amines (BAs) cadaverine (Cad), histamine (Him), octopami ne (Ocp), phenylethylamine (Pea), putrescine (Put), spermidine (Spd), spermine (Spm), tyramine (Tym).