8.18203

(9-Fluorenylmethyl) chloroformate

for synthesis

• 別名: (9-Fluorenylmethyl) chloroformate, Chloroformic acid 9-fluorenylmethyl ester, FMOCCl
• 実験式（ヒル表記法）: C₁₅H₁₁ClO₂
• CAS番号: 28920-43-6
• 分子量: 258.70
• MDL番号: MFCD00001138
• UNSPSCコード: 12352108
• EC Index Number: 249-313-6
• NACRES: NA.22
• アプリケーション: peptide synthesis

特性

• 品質水準: 200
• フォーム: powder
• mp: 60-63 °C
• アプリケーション: peptide synthesis
• 保管温度: 15-25°C
• SMILES記法: 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

詳細

詳細

(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.

アプリケーション

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.

安全性情報

• ピクトグラム: GHS05
• シグナルワード: Danger
• 危険有害性情報: H314
• 注意書き: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• 危険有害性の分類: Eye Dam. 1 - Skin Corr. 1B
• 補足的ハザード: EUH029
• 保管分類コード: 8A - Combustible, corrosive hazardous materials
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable