4-Chloro-6-hydroxyquinoline

Name: 4-Chloro-6-hydroxyquinoline
Brand: ChemScene
Availability: InStock
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CAS No. 148018-29-5
Cat. No. CS-0042911
Purity≥97%
MDL No.MFCD00456102

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 148018-29-5

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Description

4-Chloro-6-hydroxyquinoline is a heterocyclic compound featuring a chlorine substituent at the 4-position and a hydroxyl group at the 6-position of the quinoline core. This arrangement imparts enhanced polarity and hydrogen-bonding capacity, facilitating solubility in polar solvents and enabling participation in directed synthesis pathways. The electron-withdrawing chlorine modulates the electronic profile of the aromatic system, while the adjacent hydroxyl group supports metal coordination and further functionalization. This scaffold serves as a key intermediate in medicinal chemistry and materials science applications.

Application

4-Chloro-6-hydroxyquinoline serves as a versatile building block for the synthesis of functionalized quinoline derivatives. The hydroxyl group enables direct derivatization via etherification or acylation, while the chloro substituent supports palladium-catalyzed cross-coupling reactions. Its bench-stable nature and compatibility with standard protecting group strategies facilitate efficient access to complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 148018-29-5
Cat. No. CS-0042911
Purity ≥97%
MDL No. MFCD00456102
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆ClNO
Molecular Weight 179.60
Synonym(s) 6-quinolinol, 4-chloro-
SMILES OC1=CC=C2N=CC=C(Cl)C2=C1

Computational Chemistry Data

TPSA 33.12
LogP 2.5938
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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4-Chloro-6-hydroxyquinoline

CAS No. 148018-29-5

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