2-Hydroxy-5-iodobenzonitrile

CAS No. 685103-95-1
Cat. No. CS-0131334
Purity≥97%
MDL No.MFCD02683857

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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 685103-95-1

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Description

2-Hydroxy-5-iodobenzonitrile features a hydroxyl group ortho to a nitrile, with iodine positioned para to the hydroxyl. This arrangement enables direct functionalization in cross-coupling reactions while maintaining stability under standard conditions. The electron-withdrawing nitrile enhances reactivity at the iodinated site, facilitating efficient palladium-catalyzed transformations.

Application

2-Hydroxy-5-iodobenzonitrile serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient access to substituted phenolic scaffolds. The ortho-hydroxyl and cyano groups provide orthogonal functionality for sequential derivatization, while the iodide facilitates reliable coupling under standard conditions. Bench-stable and readily purified by recrystallization, it functions effectively in the synthesis of heterocyclic intermediates and functionalized aryl motifs relevant to medicinal chemistry and materials science.

General Information

CAS No. 685103-95-1
Cat. No. CS-0131334
Purity ≥97%
MDL No. MFCD02683857
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄INO
Molecular Weight 245.02
Synonym(s) 2-Hydroxy-5-iodo-benzonitrile
SMILES N#CC1=CC(I)=CC=C1O

Computational Chemistry Data

TPSA 44.02
LogP 1.86848
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Hydroxy-5-iodobenzonitrile

CAS No. 685103-95-1

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