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A14522 2-Hydroxypyridine, 98%

CAS Number
142-08-5
Synonyms
2-Pyridinol
2(1H)-Pyridone

Stock No. Size Price ($) Quantity Availability
A14522-14 25g 38.90
A14522-22 100g 104.00
A14522-36 500g 384.00
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2-Hydroxypyridine, 98%

MDL
MFCD00006268
EINECS
205-520-3

Chemical Properties

Formula
C5H5NO
Formula Weight
95.10
Melting point
102-111°
Boiling Point
280-281°
Flash Point
210°(410°F)
Density
1.39
Storage & Sensitivity
Keep Cold.
Solubility
Soluble in water 450 g/L @ 20°C and ethanol, slightly soluble in benzene and ether.

Applications

2-Hydroxypyridine is a bifunctional catalyst for a wide variety of acylation reactions, catalyst for generating β-oxopropyl carbonates from cyclic carbonates and alcohols and in the aminolysis of a polyglutamate. It is used in peptide synthesis.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.

Literature References

Felix Plasser; Giovanni Granucci; Jiri Pittner; Mario Barbatti, Maurizio Persico; Hans Lischka. Surface hopping dynamics using a locally diabatic formalism: charge transfer in the ethylene dimer cation and excited state dynamics in the 2-pyridone dimer. Journal of Chemical Physics. 2012, 137 (22), 22A514.

Susan Blaser; Philipp Ottiger; Simon Lobsiger; Hans-Martin Frey; Samuel Leutwyler. Intermolecular clamping by hydrogen bonds: 2-pyridone⋅NH3. ChemPhysChem. 1999, 12 (10), 1841-1850.

Bifunctional catalyst for a wide variety of acylation reactions. See, for example: J. Chem. Soc. (C), 89 (1969).

For use of 2-pyridyl esters as active esters in peptide coupling, see: J. Chem. Soc.(C), 2896 (1971); Chem. Ber., 118, 468 (1985). The group can be introduced on to the N-protected peptide using DCC in pyridine, and is displaced by the amino-residue under mild conditions. For peptide reagents, see Appendix 6. Similar methodology has also been used in an improved preparation of trichloroethyl esters: Synthesis, 24 (1979).

Reacts with SOCl2 to form di-2-pyridyl sulfite, a useful reagent for in situ formation of N-sulfinylamines, nitriles, isocyanides and carbodiimides under mild conditions: Tetrahedron Lett., 27, 1925 (1986).

GHS Hazard and Precautionary Statements

Hazard Statements: H301

Toxic if swallowed.

Precautionary Statements: P264b-P270-P301+P310-P330-P501c

Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
105786
Hazard Class
6.1
Packing Group
III
Harmonized Tariff Code
2933.39
TSCA
Yes
RTECS
UV1144050

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