Benzenamine, 2-chloro-6-nitro-

Name: Benzenamine, 2-chloro-6-nitro-
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CAS No. 769-11-9
Cat. No. CS-0027051
Purity≥98%
MDL No.MFCD00179568

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Benzenamine, 2-chloro-6-nitro-|CS-0027051

Structure of 769-11-9

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Description

2-Chloro-6-nitroaniline features a chlorinated aromatic ring paired with a nitro group at the para position relative to the amino functionality, delivering enhanced electron-withdrawing character. This combination enables efficient coupling in amide bond formation and facilitates incorporation into heterocyclic scaffolds under standard conditions. The molecule exhibits bench-stable behavior and tolerates a range of reaction environments.

Application

2-Chloro-6-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation into heterocyclic scaffolds via coupling reactions. Its ortho-chloro and para-nitro substituents offer complementary reactivity for palladium-catalyzed cross-couplings and selective reduction processes. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for multi-step synthetic sequences requiring functional group tolerance and predictable transformation pathways.

General Information

CAS No. 769-11-9
Cat. No. CS-0027051
Purity ≥98%
MDL No. MFCD00179568
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅ClN₂O₂
Molecular Weight 172.57
Synonym(s) 2-Chloro-6-nitro aniline
SMILES NC1=C([N+]([O-])=O)C=CC=C1Cl

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

Key Words

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Benzenamine, 2-chloro-6-nitro-

CAS No. 769-11-9

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