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77386

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:
878-23-9
Molecular Weight:
273.86
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
57652696
EC Number:
212-900-2
Beilstein/REAXYS Number:
4059265
MDL number:
MFCD00060046
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Quality Segment

assay

≥97.0% (T)

form

crystals

reaction suitability

reaction type: Coupling Reactions

mp

103-107 °C

application(s)

peptide synthesis

functional group

bromo

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

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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