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564990

Sigma-Aldrich

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

Synonym(s):

Ishikawa’s Reagent

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About This Item

Linear Formula:
CF3CHFCF2N(C2H5)2
CAS Number:
Molecular Weight:
223.16
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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.

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

104.0 °F - closed cup

Flash Point(C)

40 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Koch, G. et al
Synlett, 693-693 (2004)
Ogu, K-i et al
Tetrahedron Letters, 39, 305-305 (1998)

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