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8.18203

(9-Fluorenylmethyl) chloroformate

for synthesis

Synonym(e):

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

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Größe/SKUVerfügbarkeitPreis
500 mg
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€ 26,90
5 g
Warenkorb auf Verfügbarkeit prüfen
€ 86,00
25 g
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€ 149,00

Über diesen Artikel

Empirische Formel (Hill-System):
C15H11ClO2
CAS-Nummer:
Molekulargewicht:
258.70
UNSPSC Code:
12352108
EC Index Number:
249-313-6
NACRES:
NA.22
MDL number:
Grade:
synthesis grade

€ 26,90


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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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Piktogramme

Corrosion

Signalwort

Danger

Gefahrencodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

supp_hazards

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Lagerklasse

8A - Combustible corrosive hazardous materials



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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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