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Key Documents

120618

Sigma-Aldrich

4-Hydroxypyridine

95%

Synonym(s):

4-Pyridinol, 4-Pyridone

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About This Item

Empirical Formula (Hill Notation):
C5H5NO
CAS Number:
Molecular Weight:
95.10
Beilstein/REAXYS Number:
105800
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

bp

230-235 °C/12 mmHg (lit.)

mp

150-151 °C (lit.)

SMILES string

O=C1C=CNC=C1

InChI

1S/C5H5NO/c7-5-1-3-6-4-2-5/h1-4H,(H,6,7)

InChI key

GCNTZFIIOFTKIY-UHFFFAOYSA-N

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application

4-Hydroxypyridine was used in the synthesis of (Ag3MoO3F3) (Ag3MoO4)Cl by hydro(solvato)thermal methods. It was used as model compound to study the natural photodegradation of representative aquatic environmental contaminants.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - 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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A new and flexible synthesis of 4-hydroxypyridines: rapid access to caerulomycins A, E and functionalized terpyridines.
Jyotirmayee Dash et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(28), 6811-6814 (2009-06-18)
Tilman Lechel et al.
The Journal of organic chemistry, 75(3), 726-732 (2009-12-25)
A three-component reaction with lithiated alkoxyallenes, nitriles, and perfluorinated carboxylic acids as precursors led to a series of perfluoroalkyl- or perfluoroaryl-substituted 4-hydroxypyridine derivatives. These compounds were converted into 4-pyridyl nonaflates which can be employed as versatile building blocks for the
Rodger F Henry
Journal of computer-aided molecular design, 24(6-7), 587-590 (2010-04-28)
Tautomerism is a phenomenon well know to most chemists but frequently forgotten when chemistry leaves the bench and enters the computational realm. Through the examination of several examples from the crystallographic literature it can be clearly demonstrated that the tautomeric
Natsuki K Kubota et al.
Bioorganic & medicinal chemistry, 11(21), 4569-4575 (2003-10-07)
Piericidins C5 (1) and C6 (2), two new members of the piericidin family, were isolated from a Streptomyces sp. and a Nocardioides sp., together with known piericidins C1 (3), C2 (4), C3 (5), C4 (6), D1 (7), and A3 (8).
Alignment of acentric MoO3F33-anions in a polar material :(AgMoO3F3)(Ag3MoO4) Cl.
Maggard PA, et al.
Journal of Solid State Chemistry, 175(1), 27-33 (2003)

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