2-Bromo-4-chloro-1-iodobenzene

Name: 2-Bromo-4-chloro-1-iodobenzene
Brand: ChemScene
Availability: InStock
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CAS No. 31928-44-6
Cat. No. CS-W007924
Purity≥98%
MDL No.MFCD00672944

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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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2-Bromo-4-chloro-1-iodobenzene|CS-W007924

Structure of 31928-44-6

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General Information

CAS No. 31928-44-6
Cat. No. CS-W007924
Purity ≥98%
MDL No. MFCD00672944
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrClI
Molecular Weight 317.35
Synonym(s) 2-Bromo-1-iodo-4-chlorobenzene
SMILES BrC1=C(C=CC(=C1)Cl)I

Description

2-Bromo-4-chloro-1-iodobenzene features a trihalogenated aromatic core with distinct reactivity profiles at each substitution site. This ortho-brominated, para-chlorinated, and ipso-iodinated scaffold enables selective cross-coupling transformations under palladium catalysis. The molecule exhibits enhanced stability under standard handling conditions and serves as a key intermediate in the synthesis of complex heterocycles and functionalized biaryl architectures.

Application

2-Bromo-4-chloro-1-iodobenzene serves as a versatile trihalogenated benzene building block for palladium-catalyzed cross-coupling reactions. Its orthogonal halogen reactivity enables sequential functionalization, facilitating the construction of complex aryl scaffolds in medicinal chemistry and materials science. The molecule exhibits good bench stability and is compatible with standard purification protocols, making it suitable for scalable synthesis workflows.

Synthesis

Route1
- In-stock
  
  873-38-1
- ~81%
- In-stock
  
  31928-44-6
References
- EP2316816 A1, ; Page/Page column 21 ;
Route2
- 1260425-79-3
- ~97%
- In-stock
  
  31928-44-6
References
- Angewandte Chemie - International Edition, , vol. 49, # 46 p. 8729 - 8732
Route3
- 1232693-03-6
- ~%
- In-stock
  
  31928-44-6
References
- Advanced Synthesis and Catalysis, , vol. 353, # 8 p. 1285 - 1305

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

Quality Control

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Computational Chemistry Data

TPSA 0
LogP 3.7071
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-4-chloro-1-iodobenzene

CAS No. 31928-44-6

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