2,6-Dimethyl-4-nitroaniline

Name: 2,6-Dimethyl-4-nitroaniline
Brand: ChemScene
Availability: InStock
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CAS No. 16947-63-0
Cat. No. CS-0054335
Purity≥97%
MDL No.None

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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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Description

2,6-Dimethyl-4-nitroaniline features a nitro group flanked by two methyl substituents at the 2 and 6 positions, enhancing electron deficiency at the para site. This configuration promotes stability under standard conditions while enabling selective reactivity in electrophilic substitution and coupling reactions. The molecule integrates readily into functionalized aromatic scaffolds used in agrochemical and pharmaceutical synthesis.

Application

2,6-Dimethyl-4-nitroaniline serves as a valuable intermediate in the synthesis of functionalized heterocycles and pharmaceutical building blocks. Its electron-deficient aromatic ring enables efficient electrophilic substitution and facilitates coupling reactions under standard conditions. The ortho-methyl groups provide steric protection to the nitro group, enhancing stability during storage and handling. This compound functions effectively in reductive transformations and serves as a key scaffold for constructing nitrogen-containing APIs through established synthetic pathways.

General Information

CAS No. 16947-63-0
Cat. No. CS-0054335
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀N₂O₂
Molecular Weight 166.18
Synonym(s) 4-NITRO-2,6-XYLIDINE
SMILES CC1=CC(=CC(C)=C1N)[N+]([O-])=O

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 : 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 Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2,6-Dimethyl-4-nitroaniline

CAS No. 16947-63-0

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