Skip to Content
Merck
All Photos(1)

Documents

77386

Sigma-Aldrich

2-Bromo-1-ethyl-pyridinium tetrafluoroborate

≥97.0% (T)

Synonym(s):

BEP

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C7H9BBrF4N
CAS Number:
Molecular Weight:
273.86
Beilstein:
4059265
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97.0% (T)

form

crystals

reaction suitability

reaction type: Coupling Reactions

mp

103-107 °C

application(s)

peptide synthesis

SMILES string

F[B-](F)(F)F.CC[n+]1ccccc1Br

InChI

1S/C7H9BrN.BF4/c1-2-9-6-4-3-5-7(9)8;2-1(3,4)5/h3-6H,2H2,1H3;/q+1;-1

InChI key

YJDXVQLBIAJTHP-UHFFFAOYSA-N

General description

2-Bromo-1-ethyl-pyridinium tetrafluoroborate is a coupling reagent employed in the synthesis of amides and esters through amidation and esterification reactions, respectively. It is generally prepared by the reaction of triethyloxonium tetrafluoroborate with 2?bromo pyridine.

Application

2-Bromo-1-ethyl-pyridinium tetrafluoroborate can be used as a coupling reagent for:
  • The synthesis of N-methylated peptides in solution and solid phase.
  • The synthesis of cyclosporin A fragment and dolastatin 15 pentapeptide moiety.

Other Notes

Coupling reagent for peptide synthesis; less racemization and faster reaction than with other reagents;e.g. BOP, PyBrOP, PyClU, BTFFH, CMBI

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

Already Own This Product?

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

Visit the Document Library

Customers Also Viewed

2?Bromo?1?ethyl Pyridinium Tetrafluoroborate (BEP)
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2003)
Wegene Borena et al.
PloS one, 12(5), e0178175-e0178175 (2017-05-26)
Previous studies have shown that Zika virus can infect and be transmitted by A. albopictus. The World Health organization (WHO) has raised concerns of autochthonous transmission of the virus in regions where the vector is endemic. The aim of this
Jaeseong Kim et al.
Environmental science & technology, 53(17), 10043-10052 (2019-07-23)
Effect-directed analysis was used to identify previously unidentified aryl hydrocarbon receptor (AhR) agonists in sediments collected from a highly industrialized area of Ulsan Bay, Korea. The specific objectives were to (i) investigate potent fractions of sediment extracts using the H4IIE-luc
Moshe Nagari et al.
The Journal of experimental biology, 220(Pt 22), 4130-4140 (2017-09-16)
'Nurse' honeybees tend brood around the clock with attenuated or no circadian rhythms, but the brood signals inducing this behavior remain elusive. We first tested the hypothesis that worker circadian rhythms are regulated by brood pheromones. We monitored locomotor activity
Anjali Chawla et al.
Physiology & behavior, 180, 78-90 (2017-08-20)
Binge eating disorder (BED) is defined as recurrent, distressing over-consumption of palatable food (PF) in a short time period. Clinical studies suggest that individuals with BED may have impairments in cognitive processes, executive functioning, impulse control, and decision-making, which may

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