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551902

Sigma-Aldrich

5-Bromo-2-chloropyridine

95%

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About This Item

Empirical Formula (Hill Notation):
C5H3BrClN
CAS Number:
Molecular Weight:
192.44
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

mp

65-69 °C (lit.)

functional group

bromo
chloro

SMILES string

Clc1ccc(Br)cn1

InChI

1S/C5H3BrClN/c6-4-1-2-5(7)8-3-4/h1-3H

InChI key

PEAOEIWYQVXZMB-UHFFFAOYSA-N

Application

5-Bromo-2-chloropyridine may be used in the preparation of following compounds:
  • Amino-2-chloropyridine via palladium-catalyzed amination.
  • 5-Bromo-2-fluoropyridine via halogen-exchange reaction using anhydrous potassium fluoride.
  • 2-Chloro-5-(2,5-dimethoxyphenyl)pyridine via Suzuki coupling with 2,5-dimethoxyphenylboronic acid.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

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Selective amination of polyhalopyridines catalyzed by a palladium-xantphos complex.
Ji JTL and Bunnelle WH.
Organic Letters, 5(24), 4611-4614 (2003)
Extensive rigid analogue design maps the binding conformation of potent N-benzylphenethylamine 5-HT2A serotonin receptor agonist ligands.
Juncosa Jr JI, et al.
ACS Chemical Neuroscience, 4(1), 96-109 (2012)
Aromatic fluorine compounds. XI. Replacement of chlorine by fluorine in halopyridines.
Finger GC, et al.
The Journal of Organic Chemistry, 28(6), 1666-1668 (1963)

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