6-Bromo-3-chloro-quinoline

Name: 6-Bromo-3-chloro-quinoline
Brand: ChemScene
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CAS No. 1416438-95-3
Cat. No. CS-0181073
Purity≥98%
MDL No.MFCD22690574

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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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General Information

CAS No. 1416438-95-3
Cat. No. CS-0181073
Purity ≥98%
MDL No. MFCD22690574
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅BrClN
Molecular Weight 242.50
Synonym(s) 6-BroMo-3-chloroquinoline
SMILES ClC1=CC2=CC(Br)=CC=C2N=C1

Description

6-Bromo-3-chloro-quinoline is a halogenated quinoline scaffold featuring complementary reactive sites for cross-coupling and functionalization. The bromine at the 6-position enables palladium-catalyzed coupling, while the chlorine at the 3-position offers orthogonal reactivity. This dual-halogenation pattern supports sequential derivatization in medicinal chemistry and materials synthesis.

Application

6-Bromo-3-chloroquinoline serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The bromo group facilitates Suzuki, Stille, or Negishi coupling, while the chloro substituent offers orthogonal reactivity for sequential functionalization. Bench-stable and readily purified by recrystallization, it supports efficient synthesis of complex heterocyclic architectures and API intermediates.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 12.89
LogP 3.6507
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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6-Bromo-3-chloro-quinoline

CAS No. 1416438-95-3

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