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Key Documents

CF0045

Sigma-Aldrich

Ethyl difluoroazidoacetate

Synonym(s):

2-azido-2,2-difluoroacetic acid ethyl ester, Ethyl 2-azido-2,2-difluoroacetate

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About This Item

Empirical Formula (Hill Notation):
C4H5F2N3O2
CAS Number:
153755-61-4
Molecular Weight:
165.10
UNSPSC Code:
12352200
NACRES:
NA.06

Quality Level

100

SMILES string

O=C(OCC)C(N=[N+]=[N-])(F)F

InChI

1S/C4H5F2N3O2/c1-2-11-3(10)4(5,6)8-9-7/h2H2,1H3

InChI key

BISKRTIGSBFIQH-UHFFFAOYSA-N

Related Categories

General description

Ethyl azidodifluoroacetate is a fluoroalkyl azide reagent active in copper-catalyzed azide-alkyne cycloaddition (click reaction). This reagent allows the unique functionality to afford the transformation of amine substrates to their amide analog, followed by the subsequent click reaction to form amide-triazole functionalities.

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Storage Class Code

10 - Combustible liquids

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Articles

Fluorinated Azides: Click Chemistry Meets Fluorine

Fluorinated azides are a new tool that can be used to introduce fluorinated groups to molecules. These molecules can utilize click chemistry to easily add fluorinated groups.

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