2-Bromo-1-chloro-4-iodobenzene

Name: 2-Bromo-1-chloro-4-iodobenzene
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 31928-46-8
Cat. No. CS-0157067
Molecule weight317.35
Purity≥97%
MDL No.MFCD07780667

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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-1-chloro-4-iodobenzene|CS-0157067

Structure of 31928-46-8

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General Information

CAS No. 31928-46-8
Cat. No. CS-0157067
Purity ≥97%
MDL No. MFCD07780667
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrClI
Molecular Weight 317.35
Synonym(s) 3-Bromo-4-chloroiodobenzene
SMILES C1=CC(=C(C=C1I)Br)Cl

Description

2-Bromo-1-chloro-4-iodobenzene features three halogens at distinct positions, enabling sequential cross-coupling reactions in synthetic sequences. This ortho-halogenated scaffold offers predictable reactivity and stability under standard conditions, facilitating efficient diversification in medicinal chemistry and materials development.

Application

2-Bromo-1-chloro-4-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 biaryl and heteroaryl scaffolds. The compound exhibits excellent bench stability and is compatible with standard coupling conditions, offering reliable access to multi-substituted aromatic systems in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  823-54-1
- ~74%
- In-stock
  
  31928-46-8
References
- MERCK SHARP and DOHME CORP.; ANDRESEN, Brian, M.; ANTHONY, Neville, J.; MILLER, Thomas, A. Patent: WO2014/74422 A1, 2014 ; Location in patent: Paragraph 00184 ;
Route2
- In-stock
  
  16588-26-4
- ~%
- In-stock
  
  31928-46-8
References
- MERCK SHARP and DOHME CORP.; ANDRESEN, Brian, M.; ANTHONY, Neville, J.; MILLER, Thomas, A. Patent: WO2014/74422 A1, 2014 ;

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-1-chloro-4-iodobenzene

CAS No. 31928-46-8

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