1-Bromo-8-iodonaphthalene

Name: 1-Bromo-8-iodonaphthalene
Brand: ChemScene
Availability: InStock
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CAS No. 4044-58-0
Cat. No. CS-0094862
Purity≥98%
MDL No.MFCD11656276

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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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 4044-58-0

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Description

1-Bromo-8-iodonaphthalene is a dihalogenated naphthalene derivative featuring complementary reactive halogens at opposite ends of the aromatic system. This strategic placement enables sequential cross-coupling reactions in synthetic sequences, facilitating efficient construction of complex biaryl architectures under palladium catalysis. The bromine and iodine substituents offer distinct reactivity profiles, allowing selective functionalization. This compound serves as a key building block for advanced organic materials and pharmaceutical intermediates.

Application

1-Bromo-8-iodonaphthalene serves as a versatile dihalogenated building block for transition-metal-catalyzed cross-coupling reactions. The orthogonal reactivity of bromine and iodine enables sequential functionalization, facilitating the construction of complex biaryl architectures. Its bench-stable nature and compatibility with palladium- and nickel-based catalysis make it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

General Information

CAS No. 4044-58-0
Cat. No. CS-0094862
Purity ≥98%
MDL No. MFCD11656276
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₆BrI
Molecular Weight 332.96
Synonym(s) 8-Bromo-1-iodonaphthalene
SMILES IC1=C2C(C=CC=C2Br)=CC=C1

Computational Chemistry Data

TPSA 0
LogP 4.2069
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

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-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Material Science Electronic Materials Organic Light Emitting Diode (OLED)

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Naphthalenes

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1-Bromo-8-iodonaphthalene

CAS No. 4044-58-0

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