2,5-Dimethyl-1,4-phenylenediamine

Name: 2,5-Dimethyl-1,4-phenylenediamine
Brand: ChemScene
Availability: InStock
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CAS No. 6393-01-7
Cat. No. CS-0133564
Molecule weightNone
Purity≥97%
MDL No.MFCD00052675

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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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2,5-Dimethyl-1,4-phenylenediamine|CS-0133564

Structure of 6393-01-7

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General Information

CAS No. 6393-01-7
Cat. No. CS-0133564
Purity ≥97%
MDL No. MFCD00052675
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₂N₂
Molecular Weight None
Synonym(s) 2,5-Dimethylbenzene-1,4-diamine
SMILES NC1=C(C=C(C(C)=C1)N)C

Description

2,5-Dimethyl-1,4-phenylenediamine features a substituted aromatic core with two methyl groups positioned ortho to the amine functionalities, enhancing electron density and steric protection. This bench-stable diamine integrates readily into polyamide architectures and serves as a key intermediate in the synthesis of functionalized dyes and redox-active materials.

Application

2,5-Dimethyl-1,4-phenylenediamine serves as a valuable building block in the synthesis of heterocyclic scaffolds and functionalized aromatic systems. Its ortho-diamine functionality enables efficient cyclization reactions, particularly in the formation of quinoline and benzimidazole derivatives. The methyl substituents enhance solubility and offer steric control during coupling processes. This compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  1074-24-4
- ~99%
- In-stock
  
  6393-01-7
References
- Liao, Bei-Sih; Liu, Shiuh-Tzung Journal of Organic Chemistry, 2012 , vol. 77, # 15 p. 6653 - 6656
Route2
- In-stock
  
  3460-29-5
- ~%
- In-stock
  
  6393-01-7
References
- Journal of the American Chemical Society, , vol. 56, p. 2089,2090
Route3
- 95-78-3
- ~%
- In-stock
  
  6393-01-7
References
- Journal of the American Chemical Society, , vol. 61, p. 1981,1989

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+H312+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 52.04
LogP 1.46784
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Material Science Polymer Materials Macromolecular Monomer

Material Science Material Building Blocks Covalent Organic Frameworks (COFs) Linkers Amine Linkers

Material Science Polymer/Macromolecule Reagents Covalent Organic Frameworks (COFs) Linkers Amine Linkers

Material Science Polymer/Macromolecule Reagents Monomers Diamine Monomers

Material Science Polymer/Macromolecule Reagents Polyimide Raw Materials Diamines

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2,5-Dimethyl-1,4-phenylenediamine

CAS No. 6393-01-7

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