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797537

Sigma-Aldrich

PhenoFluor™ Mix

Synonym(s):

N,N?′-1,3-bis(2,6-diisopropylphenyl)chloroimidazolium chloride and CsF mixture (1:2)

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About This Item

UNSPSC Code:
12352101
PubChem Substance ID:
329768607
NACRES:
NA.22

form

powder

Quality Level

100

mp

228.65 °C

SMILES string

[Cs]F.Cl[C+]1=[N](C2=C(C(C)C)C=CC=C2C(C)C)C=CN1C3=C(C(C)C)C=CC=C3C(C)C.[Cl-]

InChI

1S/C27H36ClN2.ClH.Cs.FH/c1-17(2)21-11-9-12-22(18(3)4)25(21)29-15-16-30(27(29)28)26-23(19(5)6)13-10-14-24(26)20(7)8;;;/h9-20H,1-8H3;1H;;1H/q+1;;+1;/p-2

InChI key

AHNDOFVAHQKSBA-UHFFFAOYSA-L

General description

PhenoFluor™ Mix is a mixture of N,N′-1,3-bis(2,6-diisopropylphenyl)chloroimidazolium chloride and CsF in 1:2 weight ratio.

Application

PhenoFluor™ Mix is a benchtop stable alternative to PhenoFluor™, which is a reagent for the deoxyfluorination of phenols, including electron-deficient, electron-rich, and heterocyclic phenols. Deoxyfluorination with PhenoFluor™ Mix is operationally simple and scalable.

Other Notes

Mix well, before use. Material can separate when not in use.

Legal Information

PhenoFluor is a trademark of SciFluor Life Sciences, LLC
PhenoFluor is a trademark of SciFluor Life Sciences, LLC

related product

Product No.
Description
Pricing

900456

AlkylFluor

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

Target Organs

Kidney,Adrenal gland, Respiratory system

Supplementary Hazards

EUH032

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH2221
MKBX8633V

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Facile C-F Bond Formation through a Concerted Nucleophilic Aromatic Substitution Mediated by the PhenoFluor Reagent.
Neumann CN and Ritter T
Accounts of Chemical Research, 50(11), 2822-2833 (2017)
PhenoFluorMix: practical chemoselective deoxyfluorination of phenols.
Fujimoto T and Ritter T
Organic Letters, 17(3), 544-547 (2015)
AlkylFluor: Deoxyfluorination of Alcohols.
Goldberg NW, et al.
Organic Letters, 18(23), 6102-6104 (2016)

Articles

PhenoFluor™ Solution for Convenient, One-step Deoxyfluorination

The functional-group-tolerant, one-step conversion of phenols to aryl fluorides is a highly desirable process. PhenoFluor™ solution, provides straightforward method to fluorinate alcohol and phenols without preactivation and regioselectively fluorinate highly functionalized late-stage intermediates.

Related Content

Ritter Group – Professor Product Portal

The Ritter lab currently focuses on fluorination chemistry for late-stage functionalization of complex natural and unnatural products. PhenoFluor™ has been developed as a general reagent for the selective, predictable, direct deoxyfluorination of complex alcohols and phenols.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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