2-Bromo-4-iodophenol

Name: 2-Bromo-4-iodophenol
Brand: ChemScene
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CAS No. 133430-98-5
Cat. No. CS-0139110
Purity≥97%
MDL No.MFCD11870189

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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 133430-98-5

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General Information

CAS No. 133430-98-5
Cat. No. CS-0139110
Purity ≥97%
MDL No. MFCD11870189
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrIO
Molecular Weight 298.90
Synonym(s) None
SMILES OC1=CC=C(C=C1Br)I

Description

2-Bromo-4-iodophenol features a phenolic hydroxyl group flanked by bromo and iodo substituents at the ortho and para positions, respectively. This arrangement imparts strong electron-withdrawing character and enhances reactivity in cross-coupling processes. The molecule exhibits bench-stable handling under inert conditions and serves as a valuable building block for functionalized aryl scaffolds in medicinal chemistry and materials synthesis.

Application

2-Bromo-4-iodophenol serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds. Its orthogonal halogen reactivity allows sequential functionalization via Suzuki, Stille, or Negishi couplings. The phenolic hydroxyl group provides additional handle for derivatization or protection, while the compound exhibits good bench stability and ease of purification, making it well-suited for iterative synthesis in medicinal chemistry and materials development.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-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-4-iodophenol

CAS No. 133430-98-5

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