2-Chloro-N-(4-chlorophenyl)acetamide TCI C3979

Chemical Identity

Other names: N-(4-Chlorophenyl)-2-chloroacetamide · 2,4'-Dichloroacetanilide
CAS No.: 3289-75-6
PubChem: CID 94920
Formula: C8H7Cl2NO
Molecular weight: 204.05 g/mol
Purity: >98.0%(GC)
Reference databases: ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 2-chloro-N-(4-chlorophenyl)acetamide
SMILES: C1=CC(=CC=C1NC(=O)CCl)Cl
InChIKey: UDRCRMHFHHTVSN-UHFFFAOYSA-N
MDL: MDL00018904

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2-Chloro-N-(4-chlorophenyl)acetamide from TCI is an aromatic amide made up of a chloroacetyl group bonded to the nitrogen of 4-chloroaniline. It belongs to the chloroacetanilide class and works as a non-heterocyclic building block. One side of the molecule carries a reactive electrophilic group, and the other side carries a chlorinated aryl ring. In the laboratory, chemists commonly use it to build substituted acetamide derivatives and a wide range of heterocyclic compounds. This makes it a useful intermediate in synthetic and medicinal chemistry.

Several structural features explain why researchers choose this compound. The chlorine atom on the carbon alpha to the amide carbonyl is highly reactive toward nucleophilic substitution. Amines, thiols, phenols, azides and nitrogen-containing heterocycles can readily displace it. The stable amide bond keeps the molecular framework intact while the reaction runs. The 4-chlorophenyl group adds lipophilicity and a substitution pattern often found in bioactive molecules. As a result, the final products are good candidates for many kinds of biological screening, and the starting scaffold stays predictable and easy to modify.

In Indonesia, this compound is often used in medicinal chemistry research at universities. Researchers use it to synthesize thiazolidinone derivatives, substituted triazoles, and heterocycle-based acetamides, which are then tested for biological activity. Its simple and well-understood reactivity also makes it suitable for undergraduate and postgraduate synthesis projects. Students can use it to practise nucleophilic substitution and amide chemistry. Research groups can use it to build small compound libraries for screening programmes.

Related TCI products

Synthesis of substituted acetamides: the reactive alpha-chloro carbon can be replaced by amines, thiols or phenols, giving a wide range of N-(4-chlorophenyl)acetamide derivatives in a single step.
Thiazolidinone construction: the chloroacetamide unit can react with sulfur nucleophiles and then cyclize, so it is a common starting point for thiazolidinone-based compounds in medicinal chemistry studies.
Triazole and azide chemistry: replacing the chlorine with azide gives an intermediate for building substituted triazoles, while the stable amide bond keeps the aryl framework unchanged.
Heterocycle N-alkylation: nitrogen-containing heterocycles can be alkylated with the chloroacetyl group, which links bioactive heterocyclic cores to the lipophilic 4-chlorophenyl amide fragment.
Compound library preparation for biological screening: the 4-chlorophenyl substitution pattern is common in bioactive molecules, so derivatives made from this building block suit academic screening programmes.

Brand	TCI (product code C3979)
CAS number	3289-75-6
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes	available in TCI's standard pack sizes; please check the product listing for current options
Physical form	please refer to the TCI product documentation and certificate of analysis
Storage	keep tightly closed in a cool, dry, well-ventilated place, following the supplier's label

Store 2-Chloro-N-(4-chlorophenyl)acetamide in its original, tightly sealed container. Keep it in a cool, dry, well-ventilated place away from direct sunlight, moisture, strong bases and strong oxidizing agents. Glass or chemically resistant containers with secure caps work well for transferring or dividing the material. Because the compound is a reactive alkylating chloroacetamide, handle it in a fume hood. Wear nitrile gloves, safety goggles and a lab coat. Avoid creating dust, and avoid contact with skin, eyes and the respiratory tract. Wash your hands thoroughly after handling. Always read the supplier's Safety Data Sheet before use, and dispose of residues and contaminated materials as halogenated organic waste under local regulations.

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