2-Bromo-4-methyl-6-nitroaniline

Name: 2-Bromo-4-methyl-6-nitroaniline
Brand: ChemScene
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CAS No. 827-24-7
Cat. No. CS-W021615
Purity≥98%
MDL No.MFCD00209452

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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+
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2-Bromo-4-methyl-6-nitroaniline|CS-W021615

Structure of 827-24-7

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Description

2-Bromo-4-methyl-6-nitroaniline features a nitro group at the para position relative to the amino functionality, conferring strong electron-withdrawing character. The bromine substituent enables direct functionalization via palladium-catalyzed cross-coupling reactions. This bench-stable compound integrates readily into complex heterocyclic scaffolds and serves as a key intermediate in the synthesis of bioactive molecules and advanced materials.

Application

2-Bromo-4-methyl-6-nitroaniline serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridines and quinolines via cyclization protocols. Its bromo and nitro groups provide orthogonal reactivity for palladium-catalyzed coupling and selective reduction, while the methyl group enhances regiochemical control. Bench-stable and amenable to standard purification methods, it functions reliably in multi-step sequences for API and agrochemical intermediates.

General Information

CAS No. 827-24-7
Cat. No. CS-W021615
Purity ≥98%
MDL No. MFCD00209452
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrN₂O₂
Molecular Weight 231.05
Synonym(s) 4-Amino-3-bromo-5-nitrotoluene, 2-Bromo-6-nitro-p-toluidine
SMILES NC1=C([N+]([O-])=O)C=C(C)C=C1Br

Computational Chemistry Data

TPSA 69.16
LogP 2.24792
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Safety Information

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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 Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-4-methyl-6-nitroaniline

CAS No. 827-24-7

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