4,5-Dimethoxy-2-methylaniline

Name: 4,5-Dimethoxy-2-methylaniline
Brand: ChemScene
Availability: InStock
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CAS No. 41864-45-3
Cat. No. CS-0112986
Purity≥95%
MDL No.MFCD00130067

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4,5-Dimethoxy-2-methylaniline|CS-0112986

Structure of 41864-45-3

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General Information

CAS No. 41864-45-3
Cat. No. CS-0112986
Purity ≥95%
MDL No. MFCD00130067
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₃NO₂
Molecular Weight 167.21
Synonym(s) NSC 105305
SMILES NC1=CC(OC)=C(OC)C=C1C

Description

4,5-Dimethoxy-2-methylaniline features a benzene ring bearing two methoxy groups at the 4 and 5 positions and a methyl substituent at the 2 position, creating a uniquely electron-rich aromatic system. This configuration enhances its reactivity in coupling reactions while maintaining bench-stability under standard conditions. The dimethoxy substitution pattern supports efficient incorporation into complex molecular architectures, particularly in pharmaceutical intermediates and functional materials.

Application

4,5-Dimethoxy-2-methylaniline serves as a valuable building block in medicinal chemistry, enabling the synthesis of substituted anilines and heterocyclic scaffolds. Its ortho-methyl and para-dimethoxy substitution pattern provides enhanced stability and facilitates downstream functionalization via Suzuki-Miyaura coupling or electrophilic aromatic substitution. The molecule exhibits good bench stability and is amenable to standard purification techniques, making it well-suited for iterative synthesis campaigns.

Synthesis

Route1
- 7509-11-7
- ~96%
- In-stock
  
  41864-45-3
References
- Reimann, Eberhard; Hertel, Rainer; Krauss, Juergen Monatshefte fur Chemie, 2008 , vol. 139, # 6 p. 673 - 684

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-P302+P352-P304+P340

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Computational Chemistry Data

TPSA 44.48
LogP 1.59442
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4,5-Dimethoxy-2-methylaniline

CAS No. 41864-45-3

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