5-Bromo-1-chloroisoquinoline

Name: 5-Bromo-1-chloroisoquinoline
Brand: ChemScene
Availability: InStock
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CAS No. 34551-41-2
Cat. No. CS-D0858
Purity≥95%
MDL No.MFCD08703278

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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 34551-41-2

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General Information

CAS No. 34551-41-2
Cat. No. CS-D0858
Purity ≥95%
MDL No. MFCD08703278
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅BrClN
Molecular Weight 242.50
Synonym(s) 1-Chloro-5-bromoisoquinoline
SMILES ClC1=C2C=CC=C(Br)C2=CC=N1

Description

5-Bromo-1-chloroisoquinoline is a halogenated isoquinoline scaffold featuring complementary reactivity at the 5-bromo and 1-chloro positions. This dual-halogenation pattern enables selective cross-coupling transformations in palladium-catalyzed reactions, facilitating efficient access to complex heterocyclic architectures. The molecule exhibits excellent stability under standard bench conditions and demonstrates favorable solubility in common organic solvents, supporting its utility in medicinal chemistry and materials synthesis workflows.

Application

5-Bromo-1-chloroisoquinoline serves as a versatile building block for transition-metal-catalyzed cross-coupling reactions, enabling the construction of substituted isoquinoline scaffolds under mild conditions. The orthogonal reactivity of bromo and chloro groups facilitates sequential functionalization, while the compound exhibits excellent bench stability and compatibility with standard purification methods. Its defined regiochemistry supports reliable synthesis of complex heterocycles relevant to medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  34784-04-8
- ~%
- In-stock
  
  34551-41-2
References
- US2013/296320 A1, ;

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 3.6507
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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5-Bromo-1-chloroisoquinoline

CAS No. 34551-41-2

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