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686816

Sigma-Aldrich

5-Bromopyridine-3-boronic acid

≥95%

Synonym(s):

(3-Bromopyridin-5-yl)boronic acid, (5-Bromo-3-pyridyl)boronic acid, (5-bromo-3-pyridinyl)boronic acid

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About This Item

Empirical Formula (Hill Notation):
C5H5BBrNO2
CAS Number:
Molecular Weight:
201.81
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

assay

≥95%

form

powder

mp

260 (dec.)

storage temp.

2-8°C

SMILES string

OB(O)c1cncc(Br)c1

InChI

1S/C5H5BBrNO2/c7-5-1-4(6(9)10)2-8-3-5/h1-3,9-10H

InChI key

ICCGFOKNFZWCTJ-UHFFFAOYSA-N

General description

May contain varying amounts of anhydride.

Application

Reactant for preparation of:
  • Thienylpyridyl garlands via cross-coupling with heteroaryl halides
  • Arenes via nickel-catalyzed cross-coupling with potassium aryl- and heteroaryl trifluoroborates
  • Meso-substituted ABCD-type porphyrins by functionalization reactions
  • Analogs of (acetylamino)(dimethylpyrazol)(pyridyl)pyrimidines as A2A adenosine receptor antagonists for the treatment of Parkinson′s disease
  • 5-hydroxy-1,3,2-dioxaborolan-4-ones boronate-amine complexes via heterocyclization with α-oxocarboxylic acids followed by subsequent complexation
  • Radioligands with optimized brain kinetics for PET imaging of nAChR

pictograms

Exclamation mark

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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