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About This Item

经验公式(希尔记法):
C15H11ClO2
CAS Number:
分子量:
258.70
MDL编号:
UNSPSC代码:
12352108
EC索引号:
249-313-6
NACRES:
NA.22
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等级

synthesis grade

质量水平

表单

powder

dilution

(for synthesis)

mp

60-63 °C

应用

peptide synthesis

储存温度

15-25°C

SMILES字符串

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

一般描述

(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.

应用

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.

象形图

Corrosion

警示用语:

Danger

危险声明

危险分类

Eye Dam. 1 - Skin Corr. 1B

补充剂危害

储存分类代码

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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