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CF0046

Sigma-Aldrich

Azidodifluoroacetamide

Synonym(s):

2-Azido-2,2-difluoroacetamide

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About This Item

Empirical Formula (Hill Notation):
C2H2F2N4O
CAS Number:
2102183-90-2
Molecular Weight:
136.06
UNSPSC Code:
12352200
NACRES:
NA.06

Quality Level

100

SMILES string

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

InChI

1S/C2H2F2N4O/c3-2(4,1(5)9)7-8-6/h(H2,5,9)

InChI key

ISQQWTYWSPQUSN-UHFFFAOYSA-N

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General description

Azidodifluoroacetamide is a fluoroalkyl azide reagent active in copper-catalyzed azide-alkyne cycloaddition (click reaction). In addition to its use as a highly fluorinated building block, it can also be functionalized onto biomolecules, advanced materials, or polymers containing an alkyne. It is an effective 19F NMR sensor for these materials, particularly in cases where aqueous solubility is necessary and organic solvents cannot be used.

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Storage Class Code

11 - Combustible Solids

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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