1-Bromo-4-fluoro-2-iodobenzene

Name: 1-Bromo-4-fluoro-2-iodobenzene
Brand: ChemScene
Availability: InStock
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CAS No. 202865-72-3
Cat. No. CS-W014541
Purity≥97%
MDL No.MFCD00042578

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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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1-Bromo-4-fluoro-2-iodobenzene|CS-W014541

Structure of 202865-72-3

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General Information

CAS No. 202865-72-3
Cat. No. CS-W014541
Purity ≥97%
MDL No. MFCD00042578
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrFI
Molecular Weight None
Synonym(s) 4-Fluoro-2-iodobromobenzene
SMILES FC1=CC=C(Br)C(I)=C1

Description

1-Bromo-4-fluoro-2-iodobenzene features a trihalogenated aromatic core with complementary reactivity for palladium-catalyzed cross-coupling. The strategic placement of bromo, fluoro, and iodo substituents enables sequential functionalization under mild conditions. This ortho-iodo-substituted scaffold offers high regioselectivity in Buchwald-Hartwig amination and Suzuki-Miyaura coupling reactions. The electron-deficient ring enhances coupling efficiency while maintaining stability during storage and handling.

Application

1-Bromo-4-fluoro-2-iodobenzene serves as a versatile trihalogenated benzene building block for palladium-catalyzed cross-coupling reactions. Its orthogonal halogen reactivity enables sequential functionalization, with bromo and iodo groups participating in Suzuki, Stille, or Negishi couplings while the fluoro substituent remains inert under standard conditions. The compound exhibits good bench stability and facilitates efficient access to complex substituted arenes and heterocyclic scaffolds in medicinal chemistry and materials synthesis.

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 0
LogP 3.1928
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-4-fluoro-2-iodobenzene

CAS No. 202865-72-3

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