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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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

569607-5G:4548173989471
569607-BULK:
569607-25G:4548173989464
569607-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD5958V
WXBD5117V
WXBD1865V
WXBD1067V
SHBC4153V

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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)
"A functional triazine framework based on N-heterocyclic building blocks"
Hug S, et al.
Journal of Materials Chemistry, 22(28), 13956-13964 (2012)
"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)

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