6-Chloro-2-methylquinoline

Name: 6-Chloro-2-methylquinoline
Brand: ChemScene
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CAS No. 92-46-6
Cat. No. CS-0113039
Purity≥98%
MDL No.MFCD00051735

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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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 92-46-6

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Description

6-Chloro-2-methylquinoline is a heterocyclic scaffold featuring a chlorine substituent at the 6-position and a methyl group at the 2-position, enabling tailored electronic and steric properties. This configuration enhances solubility in organic media while maintaining stability under standard reaction conditions. The compound serves as a key building block in medicinal chemistry, particularly for developing kinase inhibitors and bioactive small molecules where halogen bonding and lipophilic interactions are advantageous.

Application

6-Chloro-2-methylquinoline serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C6 position via palladium-catalyzed cross-coupling reactions. Its methyl group at C2 enhances electronic modulation and provides steric control, while the chloro substituent offers high reactivity in Suzuki, Stille, and Negishi couplings. The scaffold exhibits excellent bench stability and compatibility with diverse reaction conditions, facilitating efficient access to complex quinoline-based pharmacophores.

General Information

CAS No. 92-46-6
Cat. No. CS-0113039
Purity ≥98%
MDL No. MFCD00051735
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈ClN
Molecular Weight 177.63
Synonym(s) 6-Chloroquinaldine
SMILES CC1=NC2=CC=C(Cl)C=C2C=C1

Computational Chemistry Data

TPSA 12.89
LogP 3.19662
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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6-Chloro-2-methylquinoline

CAS No. 92-46-6

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