N,N'-Diacetyl-1,4-phenylenediamine TCI D0068

Chemical Identity

Other names: N,N'-1,4-Phenylenebisacetamide
CAS No.: 140-50-1
PubChem: CID 67324·SID 87566814
Formula: C10H12N2O2
Molecular weight: 192.22 g/mol
Purity: >98.0%(GC)(N)
Reference databases: ChemSpider·ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: N-(4-acetamidophenyl)acetamide
SMILES: CC(=O)NC1=CC=C(C=C1)NC(=O)C
InChIKey: KVEDKKLZCJBVNP-UHFFFAOYSA-N
MDL: MDL00026142

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N,N'-Diacetyl-1,4-phenylenediamine (TCI D0068), also known as 1,4-bis(acetamido)benzene, is a derivative of p-phenylenediamine in which both amino groups have been acetylated. Acetylation turns a reactive, easily oxidized aromatic diamine into a much more stable diamide. In the laboratory, this material serves as a non-heterocyclic building block, as a protected form of p-phenylenediamine, and as a reference compound in metabolism studies. Diacetylation is a known biotransformation pathway for p-phenylenediamine in the body, which makes this compound useful as a metabolite standard.

Chemists choose this compound for its stability and symmetry. The two amide groups in para positions give the molecule a rigid structure that can form multiple hydrogen bonds. These features make it useful in crystal studies, supramolecular chemistry, and materials engineering. When the free diamine is needed at a later stage of a synthesis, the acetyl groups can be removed by hydrolysis. Because it resists oxidation far better than its parent diamine, the compound is easier to store and weigh, and experiments that use it are more reproducible. Users get a well-defined, predictable starting material instead of a diamine that can darken and degrade on standing.

In Indonesia, this material is relevant to toxicology and pharmaceutical laboratories that study the metabolism of hair dyes based on p-phenylenediamine. In those studies, a reliable reference standard for the diacetylated metabolite helps with identification and comparison. Analytical chemistry laboratories can use it as a well-characterized reference substance, and university research groups in organic synthesis and materials chemistry can use it as a stable, symmetrical para-substituted building block for teaching and research.

Related TCI products

Metabolism reference standard: the compound matches a known diacetylation product of p-phenylenediamine, so it suits metabolite identification and comparison work in toxicology studies.
Protected diamine in synthesis: both amino groups are masked as acetamides, so chemists can carry the aromatic core through reaction steps and then release the free diamine by hydrolysis.
Non-heterocyclic building block: its symmetrical para-disubstituted benzene core gives a rigid, predictable scaffold for building larger organic molecules in research and teaching laboratories.
Crystal and supramolecular studies: two para-positioned amide groups can form multiple hydrogen bonds, which makes the compound useful for studying crystal packing and designing self-assembled structures.
Materials engineering research: the rigid structure and hydrogen-bonding ability make it a candidate model compound for studying ordered molecular materials and how structure relates to properties.

Brand	TCI (product code D0068)
CAS number	140-50-1
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes	see the product listing for the pack sizes currently offered
Physical form	see the TCI certificate of analysis or safety data sheet
Storage	keep in a tightly closed original container, following the TCI label and SDS

Store N,N'-Diacetyl-1,4-phenylenediamine in its original, tightly closed container in a cool, dry, well-ventilated area, away from direct sunlight, moisture, and incompatible substances such as strong oxidizers, acids, and bases. If you repack the material, use clean, dry, chemically resistant glass or suitable plastic containers labeled with the name, CAS number, and date. Handle it in a fume hood or another well-ventilated area, and wear gloves, safety glasses, and a lab coat. Avoid generating or inhaling dust, and keep it from contacting skin and eyes. Always read the TCI safety data sheet before use, and dispose of waste according to institutional and local regulations.

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