3-Chloro-2-nitrobenzaldehyde

Name: 3-Chloro-2-nitrobenzaldehyde
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CAS No. 22233-52-9
Cat. No. CS-0060306
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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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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General Information

CAS No. 22233-52-9
Cat. No. CS-0060306
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClNO₃
Molecular Weight 185.56
Synonym(s) 3-Chlor-2-nitrobenzaldehyd
SMILES C1=CC(=C(C(=C1)Cl)[N+](=O)[O-])C=O

Description

3-Chloro-2-nitrobenzaldehyde features a strategically positioned nitro group and chlorine substituent that enhance electrophilicity at the aldehyde carbon. This electron-deficient aromatic scaffold enables efficient coupling in cross-coupling reactions and serves as a key intermediate in the synthesis of pharmaceuticals and functional dyes.

Application

3-Chloro-2-nitrobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of heterocyclic scaffolds via condensation and cyclization reactions. Its ortho-nitro and chloro substituents provide complementary reactivity for nucleophilic substitution and electrophilic functionalization, while the aldehyde group facilitates imine formation and subsequent transformations. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring precise regiocontrol.

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 60.21
LogP 2.0607
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

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-Chloro-2-nitrobenzaldehyde

CAS No. 22233-52-9

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