4-Bromo-5-methoxy-2-nitro-aniline

Name: 4-Bromo-5-methoxy-2-nitro-aniline
Brand: ChemScene
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CAS No. 173312-36-2
Cat. No. CS-0309883
Purity≥96%
MDL No.MFCD13659425

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FedEx Limited Quantities Ground	$0.00
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4-Bromo-5-methoxy-2-nitro-aniline|CS-0309883

Structure of 173312-36-2

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Description

4-Bromo-5-methoxy-2-nitro-aniline features a strategically positioned nitro group enabling efficient electrophilic substitution, while the methoxy and bromo substituents provide orthogonal reactivity for diversification. This electron-deficient aniline derivative offers enhanced stability under standard bench conditions and serves as a key intermediate in the synthesis of functionalized heterocycles and bioactive molecules.

Application

4-Bromo-5-methoxy-2-nitro-aniline serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through standard coupling and reduction protocols. Its bromo and nitro groups provide orthogonal reactivity for palladium-catalyzed cross-couplings and selective reductions, while the methoxy substituent enhances solubility and modulates electronic properties. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development.

General Information

CAS No. 173312-36-2
Cat. No. CS-0309883
Purity ≥96%
MDL No. MFCD13659425
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrN₂O₃
Molecular Weight 247.05
Synonym(s) 4-Bromo-5-methoxy-2-nitroaniline
SMILES COC1C(Br)=CC([N+](=O)[O-])=C(N)C=1

Computational Chemistry Data

TPSA 78.39
LogP 1.9481
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

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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Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-5-methoxy-2-nitro-aniline

CAS No. 173312-36-2

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