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Merck

8.18203

(9-Fluorenylmethyl) chloroformate

for synthesis

동의어(들):

(9-Fluorenylmethyl) chloroformate, Chloroformic acid 9-fluorenylmethyl ester, FMOCCl

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C15H11ClO2
CAS 번호:
Molecular Weight:
258.70
UNSPSC Code:
12352108
EC Index Number:
249-313-6
NACRES:
NA.22
MDL number:
Grade:
synthesis grade
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grade

synthesis grade

Quality Segment

form

powder

dilution

(for synthesis)

mp

60-63 °C

application(s)

peptide synthesis

storage temp.

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

General description

(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.

Application

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.


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pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

supp_hazards

flash_point_f

Not applicable

flash_point_c

Not applicable

저장 등급

8A - Combustible corrosive hazardous materials



시험 성적서(COA)

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