8.18203

(9-Fluorenylmethyl) chloroformate

for synthesis

• 동의어(들): (9-Fluorenylmethyl) chloroformate, Chloroformic acid 9-fluorenylmethyl ester, FMOCCl
• 실험식(Hill 표기법): C₁₅H₁₁ClO₂
• CAS Number: 28920-43-6
• Molecular Weight: 258.70
• MDL number: MFCD00001138
• UNSPSC 코드: 12352108
• EC 인덱스 번호: 249-313-6
• NACRES: NA.22

속성

• Grade: for synthesis
• Quality Level: 200
• 양식: powder
• dilution: (for synthesis)
• mp: 60-63 °C
• 응용 분야: peptide synthesis
• 저장 온도: 15-25°C
• SMILES string: 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
• InChI key: IRXSLJNXXZKURP-UHFFFAOYSA-N

설명

일반 설명

(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.

애플리케이션

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.

안전성 정보

• 픽토그램: GHS05
• 신호어: Danger
• 유해 및 위험 성명서: H314
• 예방조치 성명서: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Hazard Classifications: Eye Dam. 1 - Skin Corr. 1B
• 보충제 위험성: EUH029
• Storage Class Code: 8A - Combustible, corrosive hazardous materials
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable