2-Chloro-3-nitrobenzaldehyde

Name: 2-Chloro-3-nitrobenzaldehyde
Brand: ChemScene
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CAS No. 58755-57-0
Cat. No. CS-W005961
Purity≥95%
MDL No.MFCD08236804

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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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Description

2-Chloro-3-nitrobenzaldehyde features a chlorine atom at the ortho position and a nitro group at the meta position relative to the aldehyde, creating a highly electron-deficient aromatic ring. This combination enhances reactivity in nucleophilic addition and coupling reactions, enabling efficient access to complex heterocycles and functionalized biaryls under mild conditions. The aldehyde functionality provides a direct handle for further derivatization via condensation or reduction processes.

Application

2-Chloro-3-nitrobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted heterocycles via coupling and cyclization reactions. Its ortho-chloro and meta-nitro substituents provide orthogonal reactivity for sequential functionalization, while the aldehyde group facilitates imine formation and Ugi-type condensations. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring precise regiocontrol and functional group compatibility.

General Information

CAS No. 58755-57-0
Cat. No. CS-W005961
Purity ≥95%
MDL No. MFCD08236804
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClNO₃
Molecular Weight 185.56
Synonym(s) None
SMILES ClC1=C(C=O)C=CC=C1[N+]([O-])=O

Computational Chemistry Data

TPSA 60.21
LogP 2.0607
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

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 Aldehyde

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-3-nitrobenzaldehyde

CAS No. 58755-57-0

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