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569607

Sigma-Aldrich

5-Bromo-2-iodopyridine

97%

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About This Item

Empirical Formula (Hill Notation):
C5H3BrIN
CAS Number:
223463-13-6
Molecular Weight:
283.89
MDL number:
MFCD00691506
UNSPSC Code:
12352100
PubChem Substance ID:
24880511
NACRES:
NA.22

assay

97%

form

solid

mp

113-117 °C (lit.)

functional group

bromo
iodo

SMILES string

Brc1ccc(I)nc1

InChI

1S/C5H3BrIN/c6-4-1-2-5(7)8-3-4/h1-3H

InChI key

HSNBRDZXJMPDGH-UHFFFAOYSA-N

Application

5-Bromo-2-iodopyridine may be used in the synthesis of the following:
  • 5-bromopyridyl-2-magnesium chloride via reaction with isopropylmagnesium chloride solution
  • 5-bromo-2-pyridylzinc iodide via treatment with active zinc in tetrahydrofuran
  • 5-bromo-2-(trifluoromethyl)pyridine via halogen/trifluoromethyl displacement reaction
  • (5-bromopyridin-2-yl)zinc(II) chloride via multi-step synthesis
  • 5,5′-dibromo-2,2′-bipyridine via multi-step synthesis

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF1793V
WXBF1032V
WXBD5958V
WXBD5117V
WXBD1865V

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"5-Bromo-2-pyridylzinc reagent; direct preparation and its coupling reactions"
Rieke.DR, et al.
Tetrahedron Letters, 52(2), 244-247 (2011)
"Synthesis of 5-bromopyridyl-2-magnesium chloride and its application in the synthesis of functionalized pyridines"
Song JJ, et al.
Organic Letters, 6(26), 4905-4907 (2004)
"A functional triazine framework based on N-heterocyclic building blocks"
Hug S, et al.
Journal of Materials Chemistry, 22(28), 13956- 13964 (2012)

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