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564990 Sigma-Aldrich

N,N-Diethyl-1,1,2,3,3,3-hexafluoropropylamine

Synonym: Ishikawa’s Reagent

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Properties

Related Categories Chemical Synthesis, Fluorination, Fluorination Reagents, Synthetic Reagents
Quality Level   100
refractive index   n20/D 1.3460 (lit.)
bp   56-57 °C (lit.)
density   1.230 g/mL at 25 °C (lit.)
SMILES string   CCN(CC)C(F)(F)C(F)C(F)(F)F
InChI   1S/C7H11F6N/c1-3-14(4-2)7(12,13)5(8)6(9,10)11/h5H,3-4H2,1-2H3
InChI key   BNTFCVMJHBNJAR-UHFFFAOYSA-N

Description

General description

GC analysis includes Et2NCF=CFCF3 (two isomers), both of which are active fluorinating agents.

Application

Reactant for:
• Friedel-Crafts type arylation of hydrofluorocarbons
• Microbial hydroxylation of antibiotics
• Electrochemical fluorination of trialkylamines and tetraalkylammonium salts
• Fluorination of pyrethroides

Reactant for synthesis of:
• γ-Hydroxy-α-fluoro-α-trifluoromethylcarboxamide
• Florfenicol and thiamphenicol

Demonstrates utility in fluorination.

Displays the ability to insert a fluoro(trifluoromethyl) methylene moiety in unsaturated alcohols.

Packaging

25 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2920 3(8) / PGII
WGK Germany 
WGK 3
Flash Point(F) 
104.0 °F - closed cup
Flash Point(C) 
40 °C - closed cup
Protocols & Articles

Articles

Reagents for Fluorination

The trifluoromethyl substituent has long been recognized for the positive influence it can have on the biological activity of molecules. Professor William Dolbier, Jr. (University of Florida) has dev...
Aldrich ChemFiles 2007, 7.1, 11.

Peer-Reviewed Papers
15

References

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