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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.)

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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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"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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