2-Aminodiphenylamine
CAS534-85-0
2-Aminodiphenylamine (N-phenyl-o-phenylenediamine, CAS 534-85-0) is an aromatic ortho-diamine in which one amino group carries a phenyl substituent. Condensation with aldehydes or carboxylic acid derivatives gives 1-phenyl-substituted benzimidazoles in a single step, making it a common building block for heterocycles, dyes and organic electronic materials. KingPharm supplies 2-Aminodiphenylamine for research and production with a batch-specific certificate of analysis.
- CAS No.
- 534-85-0
- Formula
- C12H12N2
- Mol. weight
- 184.24 g/mol
- Appearance
- Pink to Red-Brown Powder
Product Description
2-Aminodiphenylamine (C12H12N2, MW 184.24; IUPAC name 2-N-phenylbenzene-1,2-diamine) is a crystalline aromatic diamine with a reported melting point of 77–80 °C. It is also known as N-phenyl-o-phenylenediamine and is used as an intermediate in organic and pharmaceutical synthesis.
The two nitrogen atoms sit on adjacent ring carbons: one is a primary amine, the other a secondary diarylamine. With aldehydes, carboxylic acids or their equivalents, the pair closes into a benzimidazole ring, and the phenyl group ends up fixed on N-1. Reported methods include solvent-free, microwave-assisted condensation with aldehydes catalysed by Er(OTf)3.
Compared with unsubstituted o-phenylenediamine, it introduces the N-phenyl group before ring closure. This avoids a separate N-arylation step on the benzimidazole and the regioisomer mixtures that step can produce, which simplifies routes to 1,2-disubstituted benzimidazoles.
For purchasing, check assay and related-substance profile (in particular residual o-phenylenediamine and oxidation products), appearance and melting range. As an aromatic amine it darkens on exposure to air and light, so material should be stored in a dark place under inert atmosphere at room temperature.
Chemical Specifications
Identifiers
| CAS number | 534-85-0 |
|---|---|
| Product name | 2-Aminodiphenylamine |
| Chinese name | 邻氨基二苯胺 |
| Synonyms | N-Phenyl-2-Benzenediamine; N-Phenyl-o-Phenylenediamine; o-Semidine; N-(2-Aminophenyl)Aniline; N'-Phenylbenzene-1,2-Diamine; N-Phenyl-1,2-Diamino-Benzene; Ortho-Aminodiphenylamine; N-Phenyl-Ortho-Phenylenediamine |
| Chinese synonyms | N-苯基邻苯二胺; 2-氨基二苯胺; N-苯基-1,2-苯二铵; N-苯基-1,2-二氨基苯 |
| Molecular formula | C12H12N2 |
| Molecular weight | 184.24 g/mol |
| EC number | 208-606-9 |
Physical and chemical properties
| Appearance | Pink to Red-Brown Powder |
|---|---|
| Melting Point | 77.0-82.0 ( ℃ ) |
Applications
2-Aminodiphenylamine is mainly used as a pre-arylated ortho-diamine building block:
Benzimidazole synthesis
Condenses with aldehydes or carboxylic acid derivatives to give 1-phenyl-2-substituted benzimidazoles directly.
Pharmaceutical intermediates
Serves as a starting material for N-aryl heterocyclic scaffolds in medicinal chemistry programs.
Dyes and colorants
Used as a precursor for azo dyes and other colored compounds for textile and polymer applications.
Organic electronic materials
Acts as a building block for materials studied in OLED and organic photovoltaic devices.
Quality Documentation
The following documents can be provided for 2-Aminodiphenylamine to support technical evaluation and purchasing. Documents are issued for the specific grade and batch supplied.
-
Certificate of Analysis (COA) Batch-specific test results against the specification.
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Product specification The release specification with test items, limits and methods.
Packaging, Storage & Transport
| Available pack sizes | 25 kg, 10 kg, 1 kg, 500 g, 100 g, 25 g |
|---|
Read the current safety data sheet before handling. Packaging can be adapted to the order quantity and destination.
Frequently Asked Questions
How does 2-aminodiphenylamine differ from o-phenylenediamine?
It already carries a phenyl group on one nitrogen, so ring closure gives 1-phenylbenzimidazoles without a separate N-arylation step or regioisomer separation.
What should I check before using it in a cyclization?
Check assay and color; darkened material indicates oxidation, and residual o-phenylenediamine leads to N-unsubstituted benzimidazole by-products.
How should 2-aminodiphenylamine be stored?
Keep it in a tightly closed container in a dark place under inert atmosphere at room temperature.
What is the CAS number of 2-Aminodiphenylamine?
The CAS Registry Number of 2-Aminodiphenylamine is 534-85-0. 2-Aminodiphenylamine is also known as N-Phenyl-2-Benzenediamine; N-Phenyl-o-Phenylenediamine; o-Semidine.
What is the molecular formula and molecular weight of 2-Aminodiphenylamine?
The molecular formula of 2-Aminodiphenylamine is C12H12N2, and its molecular weight is 184.24 g/mol.
What is 2-Aminodiphenylamine used for?
2-Aminodiphenylamine is mainly used as a pre-arylated ortho-diamine building block:
Which quality documents are available for 2-Aminodiphenylamine?
The following documents are available for 2-Aminodiphenylamine: Certificate of Analysis (COA); Product specification. Contact KingPharm to request the documents for a specific batch.
How can I request a quotation for 2-Aminodiphenylamine?
Send an inquiry for 2-Aminodiphenylamine (CAS 534-85-0) with the required quantity, target specification, destination country and any documentation requirements. KingPharm will confirm availability, packaging, lead time and price.
Request a Quote for 2-Aminodiphenylamine
Tell us the required quantity, target specification, destination country and any documentation requirements. We will confirm availability, packaging, lead time and price.
Page last reviewed on by Leo Xiao.