3-Chloro-5-nitroaniline

Name: 3-Chloro-5-nitroaniline
Brand: ChemScene
Availability: InStock
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CAS No. 5344-44-5
Cat. No. CS-W007288
Purity≥98%
MDL No.MFCD01009865

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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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Structure of 5344-44-5

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Description

3-Chloro-5-nitroaniline features a chlorinated aromatic ring paired with electron-deficient nitro and amino groups, enabling selective coupling in heterocyclic synthesis. This bench-stable derivative integrates readily into pharmaceutical intermediates and advanced materials via Pd-catalyzed cross-coupling or electrophilic substitution.

Application

3-Chloro-5-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted anilines and heterocyclic scaffolds. Its dual functionality—reactive amine and electrophilic aryl chloride—supports sequential transformations under mild conditions. Bench-stable and readily purified by recrystallization, it facilitates scalable synthesis of advanced intermediates via cross-coupling, nucleophilic substitution, or reduction protocols.

General Information

CAS No. 5344-44-5
Cat. No. CS-W007288
Purity ≥98%
MDL No. MFCD01009865
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅ClN₂O₂
Molecular Weight 172.57
Synonym(s) 3-chloro-5-nitro-aniline
SMILES NC1=CC([N+]([O-])=O)=CC(Cl)=C1

Computational Chemistry Data

TPSA 69.16
LogP 1.8304
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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 Chloride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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3-Chloro-5-nitroaniline

CAS No. 5344-44-5

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