1-Bromo-2-iodo-4-nitrobenzene

Name: 1-Bromo-2-iodo-4-nitrobenzene
Brand: ChemScene
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CAS No. 63037-63-8
Cat. No. CS-0041002
Purity≥98%
MDL No.MFCD17012734

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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-2-iodo-4-nitrobenzene|CS-0041002

Structure of 63037-63-8

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General Information

CAS No. 63037-63-8
Cat. No. CS-0041002
Purity ≥98%
MDL No. MFCD17012734
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrINO₂
Molecular Weight 327.90
Synonym(s) 1-Brom-2-jod-4-nitro-benzol
SMILES O=[N+](C1=CC=C(Br)C(I)=C1)[O-]

Description

1-Bromo-2-iodo-4-nitrobenzene features a trifunctional aromatic core with distinct halogen and nitro substituents, enabling sequential cross-coupling reactions. The ortho-bromo and iodine positions serve as complementary handles for palladium-catalyzed transformations, while the para-nitro group enhances electrophilicity and directs regioselective functionalization. This molecule combines high reactivity with bench-stable handling characteristics.

Application

1-Bromo-2-iodo-4-nitrobenzene serves as a versatile dihalogenated building block for palladium-catalyzed cross-coupling reactions, enabling sequential functionalization at distinct positions. The bromo and iodo groups exhibit orthogonal reactivity, facilitating selective transformations in complex molecule assembly. The nitro group enhances electrophilicity for subsequent nucleophilic substitution or reduction sequences. Bench-stable and compatible with standard reaction conditions, it supports efficient synthesis of substituted aromatics and heterocyclic scaffolds in medicinal chemistry and materials science workflows.

Synthesis

Route1
- 586-78-7
- ~74%
- In-stock
  
  63037-63-8
References
- Olah, George A.; Wang, Qi; Sandford, Graham; Prakash, G. K. Surya Journal of Organic Chemistry, 1993 , vol. 58, # 11 p. 3194 - 3195
Route2
- In-stock
  
  10403-47-1
- ~%
- In-stock
  
  63037-63-8
References
- Case Journal of the American Chemical Society, 1943 , vol. 65, p. 2137

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-2-iodo-4-nitrobenzene

CAS No. 63037-63-8

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