1-Bromo-4-iodo-2-nitrobenzene

Name: 1-Bromo-4-iodo-2-nitrobenzene
Brand: ChemScene
Availability: InStock
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CAS No. 713512-18-6
Cat. No. CS-0105563
Purity≥98%
MDL No.MFCD12547765

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1-Bromo-4-iodo-2-nitrobenzene|CS-0105563

Structure of 713512-18-6

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General Information

CAS No. 713512-18-6
Cat. No. CS-0105563
Purity ≥98%
MDL No. MFCD12547765
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrINO₂
Molecular Weight 327.90
Synonym(s) 2-Bromo-5-iodonitrobenzene
SMILES O=[N+](C1=CC(I)=CC=C1Br)[O-]

Description

1-Bromo-4-iodo-2-nitrobenzene features a trifunctional aryl scaffold with complementary halogen handles and a strongly electron-withdrawing nitro group. This configuration enables sequential cross-coupling reactions under mild conditions, facilitating efficient access to complex polycyclic architectures in medicinal chemistry and materials synthesis.

Application

1-Bromo-4-iodo-2-nitrobenzene serves as a versatile dihalogenated aromatic building block for palladium-catalyzed cross-coupling reactions. The bromo and iodo substituents enable sequential functionalization, while the nitro group provides a robust electron-withdrawing handle for directed metallation or subsequent reduction to an amine. Its bench-stable nature and compatibility with standard coupling conditions facilitate efficient access to complex substituted arenes and heterocyclic scaffolds in medicinal chemistry and materials synthesis.

Synthesis

Route1
- In-stock
  
  53324-38-2
- ~46%
- In-stock
  
  713512-18-6
References
- InterMune, Inc. Patent: US2011/152246 A1, 2011 ; Location in patent: Page/Page column 219-220 ;

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 43.14
LogP 2.9619
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-4-iodo-2-nitrobenzene

CAS No. 713512-18-6

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