2-Bromo-5-iodophenol

Name: 2-Bromo-5-iodophenol
Brand: ChemScene
Availability: InStock
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CAS No. 932372-99-1
Cat. No. CS-0041106
Purity≥97%
MDL No.MFCD09907878

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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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Structure of 932372-99-1

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General Information

CAS No. 932372-99-1
Cat. No. CS-0041106
Purity ≥97%
MDL No. MFCD09907878
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrIO
Molecular Weight 298.90
Synonym(s) None
SMILES OC1=CC(I)=CC=C1Br

Description

2-Bromo-5-iodophenol features a phenolic scaffold bearing bromo and iodo substituents at ortho and para positions relative to the hydroxyl group, respectively. This electron-deficient aryl system enables selective coupling reactions in transition-metal-catalyzed transformations. The compound exhibits stability under standard bench conditions and serves as a key intermediate in the synthesis of functionalized aromatic architectures for pharmaceutical and materials applications.

Application

2-Bromo-5-iodophenol serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds. Its orthogonal halogen reactivity—bromine readily participates in Suzuki, Stille, and Negishi couplings—while iodine offers high reactivity in Buchwald–Hartwig amination and Sonogashira protocols. The phenolic hydroxyl group provides additional functionality for derivatization or protection, enhancing synthetic flexibility. Bench-stable and amenable to standard purification methods, it facilitates reliable synthesis of complex molecular architectures in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  755027-18-0
- ~88%
- In-stock
  
  932372-99-1
References
- Shionogi and Co., Ltd. Patent: WO2007/37187 A1, 2007 ; Location in patent: Page/Page column 128 ;

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 20.23
LogP 2.7593
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-5-iodophenol

CAS No. 932372-99-1

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