3-(Chloromethyl)-2-hydroxy-5-nitrobenzaldehyde

Name: 3-(Chloromethyl)-2-hydroxy-5-nitrobenzaldehyde
Brand: ChemScene
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CAS No. 16644-30-7
Cat. No. CS-0199510
Purity≥97%
MDL No.MFCD00191331

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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+
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3-(Chloromethyl)-2-hydroxy-5-nitrobenzaldehyde|CS-0199510

Structure of 16644-30-7

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Description

This chloromethyl-substituted benzaldehyde features a hydroxyl group at the ortho position and a nitro group at the para position, creating a uniquely reactive scaffold. The aldehyde functionality enables efficient coupling reactions, while the chloromethyl moiety facilitates nucleophilic substitution under mild conditions. The electron-withdrawing nitro group enhances electrophilicity of the carbonyl center, promoting reactivity in synthetic transformations. This compound serves as a valuable building block for functionalized aromatic systems in medicinal chemistry and materials science.

Application

3-(Chloromethyl)-2-hydroxy-5-nitrobenzaldehyde serves as a versatile synthetic building block for the construction of heterocyclic scaffolds and functionalized aromatic systems. The molecule combines a reactive chloromethyl group, a hydroxyl function, and a nitro-substituted aldehyde—enabling sequential transformations including nucleophilic substitution, condensation reactions, and cyclizations. Its bench-stable nature and compatibility with standard protecting group strategies facilitate efficient multi-step synthesis in medicinal chemistry and materials development.

General Information

CAS No. 16644-30-7
Cat. No. CS-0199510
Purity ≥97%
MDL No. MFCD00191331
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆ClNO₄
Molecular Weight None
Synonym(s) Chloromethylnitrosalicyaldehyde
SMILES C1=C(C=C(C=O)C(=C1CCl)O)[N+](=O)[O-]

Computational Chemistry Data

TPSA 80.44
LogP 1.8517
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 3

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-H319
Precautionary Statements : P264-P270-P280-P301+P310-P305+P351+P338-P330-P337+P313-P501

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Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-(Chloromethyl)-2-hydroxy-5-nitrobenzaldehyde

CAS No. 16644-30-7

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