4,5-Dimethyl-2-nitroaniline

Name: 4,5-Dimethyl-2-nitroaniline
Brand: ChemScene
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CAS No. 6972-71-0
Cat. No. CS-W010808
Purity≥97%
MDL No.MFCD00007811

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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 6972-71-0

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Description

4,5-Dimethyl-2-nitroaniline features a nitro group at the ortho position relative to an amino functionality, creating a strongly electron-withdrawing effect that enhances reactivity in coupling processes. The methyl substituents at the 4 and 5 positions provide steric protection and improve solubility in organic solvents. This compound serves as a key intermediate in the synthesis of functional dyes and pharmaceutical precursors, particularly where controlled electrophilic substitution is required.

Application

4,5-Dimethyl-2-nitroaniline serves as a valuable intermediate in the synthesis of functionalized heterocycles and pharmaceutical scaffolds. Its electron-rich aromatic core facilitates efficient electrophilic substitution and transition-metal-catalyzed coupling reactions. The nitro group enables selective reduction to the amine, while the methyl substituents enhance metabolic stability and modulate electronic properties. This compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

General Information

CAS No. 6972-71-0
Cat. No. CS-W010808
Purity ≥97%
MDL No. MFCD00007811
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀N₂O₂
Molecular Weight 166.18
Synonym(s) 6-Nitro-3,4-xylidine
SMILES CC1=CC(N)=C([N+]([O-])=O)C=C1C

Computational Chemistry Data

TPSA 69.16
LogP 1.79384
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H302+H312-H315-H319-H331-H335
Precautionary Statements : P264-P270-P330-P405-P501

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Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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4,5-Dimethyl-2-nitroaniline

CAS No. 6972-71-0

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