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Sigma-Aldrich

2-Bromo-1-ethyl-pyridinium tetrafluoroborate

≥97.0% (T)

Synonym(s):

BEP

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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’.

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