6-Bromo-8-fluoroisoquinoline

Name: 6-Bromo-8-fluoroisoquinoline
Brand: ChemScene
Availability: InStock
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CAS No. 1258833-77-0
Cat. No. CS-0040790
Purity≥95%
MDL No.MFCD28125257

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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 1258833-77-0

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General Information

CAS No. 1258833-77-0
Cat. No. CS-0040790
Purity ≥95%
MDL No. MFCD28125257
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅BrFN
Molecular Weight 226.05
Synonym(s) ULCYLVITTXFZCK-UHFFFAOYSA-N
SMILES FC1=CC(Br)=CC2=C1C=NC=C2

Description

6-Bromo-8-fluoroisoquinoline is a halogenated isoquinoline scaffold featuring complementary bromo and fluoro substituents at the 6 and 8 positions, respectively. This electron-deficient heterocycle enables direct functionalization in cross-coupling reactions and serves as a key building block for bioactive molecules in medicinal chemistry and materials science.

Application

6-Bromo-8-fluoroisoquinoline serves as a versatile heterocyclic building block for medicinal chemistry and catalytic cross-coupling applications. The strategically positioned bromo and fluoro substituents enable selective functionalization via Pd-catalyzed reactions, with the fluoro group offering enhanced metabolic stability and modulated electronic properties. Bench-stable and readily purified by column chromatography, it functions effectively in Suzuki-Miyaura, Stille, and Negishi couplings, facilitating rapid diversification of isoquinoline-based scaffolds in drug discovery workflows.

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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Computational Chemistry Data

TPSA 12.89
LogP 3.1364
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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6-Bromo-8-fluoroisoquinoline

CAS No. 1258833-77-0

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