Skip to Content
MilliporeSigma

906719

Pyrylium tetrafluoroborate

≥95%

Synonym(s):

Pyry-BF4

Slide 1 of 3
Sign In to View Organizational & Contract Pricing

Select a Size

1 G

$131.00

5 G

$507.00

$131.00

Available to ship TODAYDetails

Request a Bulk Order

About This Item

Empirical Formula (Hill Notation):
C5H5BF4O
CAS Number:
80279-50-1
Molecular Weight:
167.90
MDL number:
MFCD32857267
UNSPSC Code:
12352107
NACRES:
NA.22

Key Documents

View All Documentation

Skip To

Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

assay

≥95%

form

powder

storage temp.

2-8°C

SMILES string

[B-](F)(F)(F)F.[o+]1ccccc1

InChI

1S/C5H5O.BF4/c1-2-4-6-5-3-1;2-1(3,4)5/h1-5H;/q+1;-1

InChI key

SJNICXIZTGPXAU-UHFFFAOYSA-N

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
704628640360578940
Pyrylium tetrafluoroborate ≥95%

Sigma-Aldrich

906719

Pyrylium tetrafluoroborate

R-(tert-Butylmethylphosphino-di-tert-butylphosphinomethane)-η4-(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 96%

Sigma-Aldrich

704628

R-(tert-Butylmethylphosphino-di-tert-butylphosphinomethane)-η4-(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate

Bis(acetonitrile)(1,5-cyclooctadiene)rhodium(I)tetrafluoroborate

Sigma-Aldrich

640360

Bis(acetonitrile)(1,5-cyclooctadiene)rhodium(I)tetrafluoroborate

Tri-tert-butylphosphonium tetrafluoroborate 97%

Sigma-Aldrich

578940

Tri-tert-butylphosphonium tetrafluoroborate

assay

≥95%

assay

96%

assay

-

assay

97%

form

powder

form

solid

form

solid

form

solid

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

-

Application

Pyrylium tetrafluoroborate is used for the functionalization of heterocyclic amines, activating them for nucleophilic substitution. As demonstrated by the Cornella lab, the intermediate pyridinium salts can react with a vast array of nucelophiles to form new C-N, C-O, and C-S bonds, making pyrylium tetrafluoroborate a valuable reagent for late-stage functionalization.

Other Notes

Selective Functionalization of Aminoheterocycles by a Pyrylium Salt

Selective Late-Stage Sulfonyl Chloride Formation from Sulfonamides Enabled by PyryBF4

Synthesis of Sulfonyl Fluorides from Sulfonamides

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000237945
0000187683
0000237945
0000187683
0000184049

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Daniel Moser et al.
Angewandte Chemie (International ed. in English), 57(34), 11035-11039 (2018-07-04)
The functionalization of aminoheterocycles by using a pyrylium tetrafluoroborate reagent (Pyry-BF4 ) is presented. This reagent efficiently condenses with a great variety of heterocyclic amines and primes the C-N bond for nucleophilic aromatic substitution. More than 60 examples for the

Related Content

Cornella Group – Professor Product Portal

The main focus of the Cornella research group is the development of rapid, practical and efficient methodologies for organic synthesis. In addition to efficiency and practicality, the group is highly interested in discovering new reactivity with the aim of unveiling novel transformations. More specifically, on the fundamental understanding and application of catalytic processes and the development of simple reagents. These two approaches have enormous potential and impact across the chemical sciences.

Questions

Reviews

No rating value

Active Filters

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

Contact Technical Service