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116173

Sigma-Aldrich

2-Bromo-3-pyridinol

99%

Synonym(s):

2-Bromo-3-hydroxypyridine

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About This Item

Empirical Formula (Hill Notation):
C5H4BrNO
CAS Number:
6602-32-0
Molecular Weight:
174.00
Beilstein/REAXYS Number:
109829
EC Number:
229-547-5
MDL number:
MFCD00006220
UNSPSC Code:
12352100
PubChem Substance ID:
24847268
NACRES:
NA.22

Quality Level

100

assay

99%

mp

185-188 °C (lit.)

SMILES string

Oc1cccnc1Br

InChI

1S/C5H4BrNO/c6-5-4(8)2-1-3-7-5/h1-3,8H

InChI key

YKHQFTANTNMYPP-UHFFFAOYSA-N

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Application

2-Bromo-3-pyridinol has been used in the preparation of 2-bromo-4,6-diiodo-3-pyridinol. It has also been used in the total synthesis of pterocellin A by reacting with kojic acid.

pictograms

Exclamation mark
GHS07

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

Certificates of Analysis (COA)

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Halogenation of Pyridinols using Bis(sym-collidine)iodine(I) and Bis(sym-collidine)bromine(I) hexafluorophosphate.
Tetrahedron Letters, 38(14), 2467-2470 (1997)
Meaghan M O'Malley et al.
Organic letters, 8(12), 2651-2652 (2006-06-02)
The first total synthesis of pterocellin A (1) was achieved in 10 linear steps from commercially available kojic acid (6) and 2-bromo-3-pyridinol (11) in a convergent sequence. The key constructive steps are a directed lithiation to couple two pyridines and

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