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Merck
CN

56380

2-Hydroxypyridine

purum, ≥97.0% (HPLC)

Synonym(s):

2(1H)-Pyridone, 2-Pyridinol

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About This Item

Empirical Formula (Hill Notation):
C5H5NO
CAS Number:
Molecular Weight:
95.10
EC Number:
205-520-3
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
105757
MDL number:
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grade

purum

assay

≥97.0% (HPLC)

impurities

~1% water

bp

280-281 °C (lit.)

mp

104-108 °C, 105-107 °C (lit.)

SMILES string

Oc1ccccn1

InChI

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

InChI key

UBQKCCHYAOITMY-UHFFFAOYSA-N

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Other Notes

Educt for the preparation of 1-(alkenyl)-2-pyridones, useful in Diels-Alder-reactions

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Regulatory Information

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P.S. Mariano et al.
Tetrahedron, 34, 2609-2609 (1978)
Ken-ichi Kusakabe et al.
Bioorganic & medicinal chemistry, 21(7), 2045-2055 (2013-02-12)
Selective CB2 agonists have the potential for treating pain without central CB1-mediated adverse effects. Screening efforts identified 1,2-dihydro-3-isoquinolone 1; however, this compound has the drawbacks of being difficult to synthesize with two asymmetric carbons on an isoquinolone scaffold and of
Christian Wiegand et al.
Chemical communications (Cambridge, England), 48(82), 10195-10197 (2012-09-11)
3-Substituted 2-pyridones were enantioselectively (68-90% ee) converted into the respective 3-hydroxypyridine-2,6-diones by a sequence consisting of a template-mediated type II photooxygenation and an acid-catalysed rearrangement.
Mingwen Zhu et al.
Chemical communications (Cambridge, England), 47(48), 12876-12878 (2011-11-15)
A highly efficient and convenient CuCl/2-pyridonate catalytic system for oxidative homocoupling of azoles affording a biazole product has been developed. With this system, a variety of biazoles have been effectively synthesized in good to excellent yields in the presence of
Susan Blaser et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 12(10), 1841-1850 (2011-05-25)
A combined spectroscopic and ab initio theoretical study of the doubly hydrogen-bonded complex of 2-pyridone (2PY) with NH(3) has been performed. The S(1)←S(0) spectrum extends up to ≈1200 cm(-1) above the 0(0) (0) band, close to twice the range observed

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