(4-Bromo-2-nitrophenyl)methanol

Name: (4-Bromo-2-nitrophenyl)methanol
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CAS No. 22996-19-6
Cat. No. CS-0041804
Purity≥98%
MDL No.None

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(4-Bromo-2-nitrophenyl)methanol|CS-0041804

Structure of 22996-19-6

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General Information

CAS No. 22996-19-6
Cat. No. CS-0041804
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₃
Molecular Weight 232.03
Synonym(s) 4-Bromo-2-nitrobenzyl alcohol
SMILES OCC1=CC=C(Br)C=C1[N+]([O-])=O

Description

(4-Bromo-2-nitrophenyl)methanol features a brominated aromatic ring bearing both nitro and hydroxymethyl functional groups, enabling direct coupling in cross-coupling reactions. The para-bromo substituent facilitates palladium-catalyzed transformations, while the ortho-nitro group enhances electrophilicity for nucleophilic substitutions. This bench-stable reagent integrates readily into synthetic sequences requiring dual activation sites.

Application

(4-Bromo-2-nitrophenyl)methanol serves as a versatile building block in medicinal chemistry and materials synthesis, enabling direct functionalization at the benzylic position. Its bromo group facilitates palladium-catalyzed coupling reactions, while the nitro functionality supports sequential reduction to an amine or further electrophilic substitution. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthetic workflows requiring selective transformations.

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 : 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 63.37
LogP 1.8496
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(4-Bromo-2-nitrophenyl)methanol

CAS No. 22996-19-6

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