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TCI

CAS 106-50-3

1,4-Phenylenediamine TCI P0170

1,4-Phenylenediamine TCI P0170

Chemical Identity

CAS No.
106-50-3
PubChem
CID 7814·SID 87574420
Formula
C6H8N2
Molecular weight
108.14 g/mol
Purity
>98.0%(GC)(T)
Reference databases
ChEBI·ChemSpider·ECHA·Wikipedia
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
benzene-1,4-diamine
SMILES
C1=CC(=CC=C1N)N
InChIKey
CBCKQZAAMUWICA-UHFFFAOYSA-N
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1,4-Phenylenediamine, also known as p-phenylenediamine, is a simple aromatic diamine with two amino groups on opposite sides of a benzene ring. This symmetrical structure makes it one of the most important building blocks in polymer chemistry, dye chemistry, and porous materials research. In the laboratory it serves as a monomer, a dye precursor, a crosslinking agent, and a linker for building covalent organic frameworks. The TCI grade, product code P0170, is supplied for research and development work.

Researchers choose this compound because both amino groups react readily with aldehydes, acyl chlorides, anhydrides, and isocyanates, so it forms imines, amides, and ureas with little difficulty. Its linear para geometry produces rigid, well-ordered polymer chains, as seen in aromatic polyamides (aramids), which are known for their mechanical strength. Because it oxidizes easily, it is also useful in dye chemistry and as an antioxidant in the rubber industry. The same property means it slowly changes colour when exposed to air and light, so it needs careful storage.

In Indonesia, 1,4-Phenylenediamine is widely used by materials chemistry laboratories, polymer research groups, and university departments working on organic synthesis. Researchers use it to prepare high-performance polymers and crystalline porous frameworks, and to study dye formation. Industrial research and development teams working on rubber additives and colourants also use it as a reference building block. Sourcing a consistent TCI grade helps these laboratories keep their results reproducible across synthesis batches and research projects.

TCI brochures (PDF)

  • Aramid and polyamide synthesis: its two para-positioned amino groups react with acyl chlorides to form rigid, ordered aromatic polyamide chains with strong mechanical properties.
  • Covalent organic framework construction: its linear, symmetrical diamine geometry makes it a common linker that condenses with aldehydes to form crystalline imine-linked porous frameworks.
  • Dye and colourant research: because it oxidizes readily, it works well as a precursor for studying how dyes form and for developing new colourants in dye chemistry laboratories.
  • Crosslinking of polymers and resins: its two reactive amino groups can bridge chains through reactions with anhydrides, isocyanates, or epoxide-type partners, which improves network rigidity.
  • Rubber antioxidant studies: its easy oxidation makes it a relevant model compound for research into antioxidant behaviour and protective additives used in the rubber industry.

From the TCI brochure

  • Amine linker with T3688 in synthesis of TpPa-1 (Scheme 3)

Brand TCI (product code P0170)
CAS number 106-50-3
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes please refer to the available options on the product page
Physical form solid (see the TCI specification sheet for details)
Storage protect from air and light to limit gradual discolouration

Store 1,4-Phenylenediamine in a tightly closed container, preferably amber glass or another light-resistant packaging, in a cool, dry, and well-ventilated area. Keep it away from strong oxidizing agents, direct sunlight, and moisture. Close the container after each use and keep headspace air exposure to a minimum, because the material slowly darkens as it oxidizes. Handle it inside a fume hood while wearing gloves, safety glasses, and a laboratory coat, and avoid creating or breathing in dust. Follow the supplier's Safety Data Sheet and your institution's chemical hygiene procedures for disposal and spill response.

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