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4-[2-(4-aminophenyl)diazen-1-yl]aniline
4-[2-(4-aminophenyl)diazen-1-yl]aniline

EN300-17405

Product class

Building Blocks

CAS number

538-41-0

MW

212.25

Purity

95%

Stock Availability

UA, US

Lead time

1-5 days delivery time

Product Details
Shipping Details

Product Information

EN300-17405 is identified as 4-[2-(4-aminophenyl)diazen-1-yl]aniline, an aromatic diamine also known as 4,4'-Diaminoazobenzene. It combines two primary amino groups with an azo linkage and is used as a building block in materials and dye chemistry.

The amino groups provide sites for incorporating the molecule into larger structures, while the azo group forms part of its conjugated chromophore. These distinct structural features are relevant to its use in polymer networks and optical materials.

4-[2-(4-aminophenyl)diazen-1-yl]aniline Structure and Chemical Identifiers

Each benzene ring bears an amino group para to the central N=N linkage. The 4,4' substitution pattern distinguishes this compound from diaminoazobenzenes with amino groups at other ring positions. 4-[(4-Aminophenyl)diazenyl]aniline is an alternative name for the same connectivity.

The compound has the following identifiers:

  • Registry identifier: CAS 538-41-0
  • Molecular formula: C12H12N4
  • Molecular weight: 212.26 g/mol
  • MDL number: MFCD00041892
  • SMILES: Nc1ccc(cc1)N=Nc1ccc(N)cc1
  • InChIKey: KQIKKETXZQDHGE-UHFFFAOYSA-N

The SMILES and InChIKey above do not specify E/Z configuration at the azo bond. Likewise, 4,4'-Diazenediyldianiline identifies the molecular connectivity without an explicit stereochemical designation. A study requiring a defined configuration therefore needs supporting characterization beyond these identifiers.

Applications of 4-[2-(4-aminophenyl)diazen-1-yl]aniline

Reported applications include epoxy resin cross-linking studies. The amino groups participate in network formation, but the resulting material depends on the epoxy formulation and curing conditions. A reported use as a curing component does not establish a universal processing protocol.

The compound is also reported for the synthesis of surface relief holographic materials and anthraquinone reactive dyes. In the optical application, it contributes an azo-containing building block to the material; the performance of the resulting film must be assessed for that formulation.

TCI also lists 4,4'-Azodianiline among covalent organic framework (COF) linkers. This application concerns the construction of extended organic networks. The linker designation alone does not specify the reaction partner, framework topology or synthesis conditions.

4-[2-(4-aminophenyl)diazen-1-yl]aniline Supply and Availability from EnamineStore

Use the EnamineStore reference EN300-17405 when requesting this compound or discussing an order. Consult the product listing or contact EnamineStore for current purchasing options and confirmation of supply.

For experimental planning, request the relevant specification and batch-specific CoA, where available. The specification sets the product acceptance criteria, while the CoA records the reported results for an individual batch. Consult the current SDS for handling and storage guidance.

Name:
4-[2-(4-aminophenyl)diazen-1-yl]aniline
SMILES:
NC=1C=CC(=CC1)N=NC=2C=CC(N)=CC2
CAS number:
538-41-0
CLogP:
2.345
ACD number:
-
Dangerous good:
Yes
Class:
Lab Reagents
Formula:
C12H12N4
Subclass:
Diamines
MW:
212.25
Product class:
Building Blocks