8-Bromo-3-chloroisoquinoline

Name: 8-Bromo-3-chloroisoquinoline
Brand: ChemScene
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CAS No. 1029720-63-5
Cat. No. CS-0183261
Purity≥95%
MDL No.None

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General Information

CAS No. 1029720-63-5
Cat. No. CS-0183261
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅BrClN
Molecular Weight 242.50
Synonym(s) None
SMILES C1=CC2=CC(=NC=C2C(=C1)Br)Cl

Description

8-Bromo-3-chloroisoquinoline is a halogenated isoquinoline scaffold featuring complementary reactive sites for cross-coupling and functionalization. The bromine at the 8-position enables palladium-catalyzed coupling, while the chloro group at the 3-position offers orthogonal reactivity. This dual-halogenation pattern facilitates modular synthesis of complex heterocycles in medicinal chemistry and materials science applications.

Application

8-Bromo-3-chloroisoquinoline serves as a versatile building block for the synthesis of functionalized isoquinoline scaffolds. Its complementary halogenation pattern enables sequential cross-coupling reactions, facilitating the construction of complex heterocyclic systems. The molecule exhibits good bench stability and is compatible with palladium-catalyzed transformations, offering predictable regioselectivity in Suzuki-Miyaura and Buchwald-Hartwig couplings.

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 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 Isoquinoline compounds

Key Words

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8-Bromo-3-chloroisoquinoline

CAS No. 1029720-63-5

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