5-Chloro-2-nitro-N-phenylaniline

Name: 5-Chloro-2-nitro-N-phenylaniline
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CAS No. 25781-92-4
Cat. No. CS-W010223
Purity≥98%
MDL No.MFCD00007287

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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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5-Chloro-2-nitro-N-phenylaniline|CS-W010223

Structure of 25781-92-4

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General Information

CAS No. 25781-92-4
Cat. No. CS-W010223
Purity ≥98%
MDL No. MFCD00007287
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₉ClN₂O₂
Molecular Weight None
Synonym(s) 5-Chloro-2-nitrodiphenylamine
SMILES O=[N+](C1=CC=C(Cl)C=C1NC2=CC=CC=C2)[O-]

Description

5-Chloro-2-nitro-N-phenylaniline features a chlorinated aromatic ring paired with a nitro group and an N-phenyl amine functionality, enabling its use in constructing complex heterocycles. This electron-deficient scaffold integrates readily into coupling reactions under standard conditions, offering high stability and compatibility with diverse synthetic workflows.

Application

5-Chloro-2-nitro-N-phenylaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct access to substituted anilines via selective reduction of the nitro group. Its chlorine and nitro functionalities offer orthogonal reactivity for downstream functionalization, while the N-phenyl moiety enhances structural diversity. Bench-stable and amenable to standard purification methods, it facilitates efficient incorporation into complex heterocyclic scaffolds and API intermediates.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 55.17
LogP 3.9918
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

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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5-Chloro-2-nitro-N-phenylaniline

CAS No. 25781-92-4

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