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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.)

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

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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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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