77386

2-Bromo-1-ethyl-pyridinium tetrafluoroborate

≥97.0% (T)

• Synonym(s): BEP
• 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

Properties

• Quality Segment: 100
• 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

Description

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)