1,4-Dibromoisoquinoline

Name: 1,4-Dibromoisoquinoline
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 51206-40-7
Cat. No. CS-0131946
Molecule weight286.95
Purity≥97%
MDL No.MFCD00234475

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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. 51206-40-7
Cat. No. CS-0131946
Purity ≥97%
MDL No. MFCD00234475
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅Br₂N
Molecular Weight 286.95
Synonym(s) None
SMILES BrC1=CN=C(Br)C2=C1C=CC=C2

Description

1,4-Dibromoisoquinoline features two bromine atoms positioned at the 1 and 4 sites of the isoquinoline core, delivering enhanced electrophilicity for cross-coupling reactions. This electron-deficient scaffold enables efficient palladium-catalyzed transformations, integrating seamlessly into complex molecular architectures. The dibrominated framework offers predictable regioselectivity and stability under standard conditions.

Application

1,4-Dibromoisoquinoline serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the C1 and C4 positions of the isoquinoline core. Its well-established reactivity facilitates palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, with high efficiency and selectivity. The molecule exhibits excellent bench stability and compatibility with diverse functional groups, making it ideal for constructing complex heterocyclic scaffolds relevant to medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  491-30-5
- ~94%
- In-stock
  
  51206-40-7
References
- Bayer Pharmaceuticals Corporation Patent: US6689883 B1, 2004 ; Location in patent: Page column 43 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P405-P501

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Computational Chemistry Data

TPSA 12.89
LogP 3.7598
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Isoquinoline compounds

Key Words

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1,4-Dibromoisoquinoline

CAS No. 51206-40-7

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