4-Chloro-2-hydroxypyridine

Name: 4-Chloro-2-hydroxypyridine
Brand: ChemScene
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CAS No. 40673-25-4
Cat. No. CS-W019294
Purity≥96%
MDL No.MFCD03093022

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General Information

CAS No. 40673-25-4
Cat. No. CS-W019294
Purity ≥96%
MDL No. MFCD03093022
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄ClNO
Molecular Weight None
Synonym(s) 4-Chloropyridin-2-ol
SMILES ClC1=CC(=NC=C1)O

Description

4-Chloro-2-hydroxypyridine features a hydroxyl group flanked by a chlorine substituent on a pyridine core, enabling direct participation in cross-coupling and nucleophilic substitution reactions. The ortho-chloro arrangement enhances reactivity toward palladium-catalyzed transformations, while the phenolic OH offers a handle for derivatization. This scaffold delivers high functional group compatibility and stability under standard conditions.

Application

4-Chloro-2-hydroxypyridine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C2 position via nucleophilic substitution or transition-metal-catalyzed coupling. Its hydroxyl group provides a handle for derivatization while maintaining compatibility with common protecting group strategies. Bench-stable and readily purified by recrystallization, it functions effectively in the synthesis of pyridine-based scaffolds relevant to pharmaceutical development.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 33.12
LogP 1.4406
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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4-Chloro-2-hydroxypyridine

CAS No. 40673-25-4

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