(2-Iodo-4-nitrophenyl)methanol

Name: (2-Iodo-4-nitrophenyl)methanol
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CAS No. 500563-90-6
Cat. No. CS-0158613
Purity≥98%
MDL No.None

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(2-Iodo-4-nitrophenyl)methanol|CS-0158613

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General Information

CAS No. 500563-90-6
Cat. No. CS-0158613
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆INO₃
Molecular Weight 279.03
Synonym(s) 2-IODO-4-NITROBENZYL ALCOHOL
SMILES [N+](C1=CC(I)=C(C=C1)CO)([O-])=O

Description

(2-Iodo-4-nitrophenyl)methanol features a reactive iodide and electron-deficient nitro group positioned ortho to the methanol functionality, enabling efficient coupling reactions. This combination facilitates direct C–C or C–heteroatom bond formation in transition metal-catalyzed processes. The benzylic alcohol offers synthetic versatility for derivatization under mild conditions. Bench-stable and moisture-tolerant, it serves as a reliable building block in medicinal chemistry and materials synthesis.

Application

(2-Iodo-4-nitrophenyl)methanol serves as a versatile building block for Suzuki-Miyaura and Sonogashira coupling reactions, enabling efficient construction of biaryl and arylalkynyl scaffolds. The iodide functionality provides high reactivity under palladium catalysis, while the nitro group offers orthogonal handle for subsequent reduction or functionalization. Bench-stable and readily purified by flash chromatography, it facilitates reliable access to complex heterocyclic and pharmaceutical intermediates.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 63.37
LogP 1.6917
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(2-Iodo-4-nitrophenyl)methanol

CAS No. 500563-90-6

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